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enzymes (5) Show 5 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 07:01:57 UTC

Update Date

2021-09-14 15:00:09 UTC

HMDB ID

HMDB0003904

Secondary Accession Numbers

HMDB03904

Metabolite Identification

Common Name

2-(a-Hydroxyethyl)thiamine diphosphate

Description

2-(a-Hydroxyethyl)thiamine diphosphate, also known as 2-hydroxyethyl-THPP, belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. 2-(a-Hydroxyethyl)thiamine diphosphate exists in all living species, ranging from bacteria to plants to humans. 2-(a-Hydroxyethyl)thiamine diphosphate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 2-(a-hydroxyethyl)thiamine diphosphate a potential biomarker for the consumption of these foods. 2-(a-Hydroxyethyl)thiamine diphosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 2-(a-Hydroxyethyl)thiamine diphosphate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231219482D          

 29 30  0  0  0  0            999 V2000
   11.6999   -3.9612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.7233   -3.5132    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.0287   -2.9320    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.2081   -2.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2383   -4.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3906   -3.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1149   -2.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8492   -3.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4514   -2.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0558   -3.0283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9425   -3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6632   -6.1907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -4.9532    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.3778   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2798   -3.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4178   -4.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9329   -4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -5.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4952   -3.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -8.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7319   -6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8929   -4.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -7.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3778   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1124   -4.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5604   -5.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -6.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  1 26  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  2  0  0  0  0
  5 17  1  0  0  0  0
  9 16  1  0  0  0  0
 12 25  1  0  0  0  0
 13 19  1  0  0  0  0
 13 23  2  0  0  0  0
 13 27  1  0  0  0  0
 14 24  1  0  0  0  0
 14 25  2  0  0  0  0
 15 24  2  0  0  0  0
 15 29  1  0  0  0  0
 16 20  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 18 26  1  0  0  0  0
 19 28  1  0  0  0  0
 21 24  1  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 26 27  2  0  0  0  0
 28 29  2  0  0  0  0
M  CHG  1  13   1
M  END

HMDB0003904
     RDKit          3D
2-(a-Hydroxyethyl)thiamine diphosphate
 52 53  0  0  0  0  0  0  0  0999 V2000
   -3.5184    3.6600    2.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2364    2.5969    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896    1.7619    1.6856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    0.7969    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    0.6299   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5310   -0.3864   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.2158   -1.0784 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4739   -2.3318   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -2.9329    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202   -4.1874   -0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -3.3094    1.5728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.9660   -0.2654 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955   -1.7614   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -1.6376   -1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.5826   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.5339   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    0.6415   -0.1453 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.6417    0.2736   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485    2.1713   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    0.5942    1.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540    1.3787    2.5337 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8608    1.5648    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451    0.4227    3.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223    2.8833    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.9124   -1.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776    0.3243   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.4810   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.3491   -1.5725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0351    2.4442    0.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    4.6798    2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629    3.5689    2.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    3.5575    3.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1496    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4295   -1.0611   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    0.1228   -2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5421   -2.2488    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -4.0175   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310   -4.2804   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466   -5.0966   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -4.1489    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3303   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.6287   -1.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743    0.4077   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.8504    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    2.2713   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843    0.8920    4.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    3.2253    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580    0.6415   -2.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    0.1679   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    1.1667   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    1.9736   -2.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133    0.6212   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 13 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  2  0
 29  2  1  0
 25  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 19 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
M  CHG  1   7   1
M  END


  Mrv0541 02231219482D          

 29 30  0  0  0  0            999 V2000
   11.6999   -3.9612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.7233   -3.5132    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.0287   -2.9320    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.2081   -2.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2383   -4.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3906   -3.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1149   -2.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8492   -3.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4514   -2.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0558   -3.0283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9425   -3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6632   -6.1907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -4.9532    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.3778   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2798   -3.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4178   -4.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9329   -4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -5.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4952   -3.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -8.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7319   -6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8929   -4.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -7.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3778   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1124   -4.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5604   -5.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -6.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  1 26  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  2  0  0  0  0
  5 17  1  0  0  0  0
  9 16  1  0  0  0  0
 12 25  1  0  0  0  0
 13 19  1  0  0  0  0
 13 23  2  0  0  0  0
 13 27  1  0  0  0  0
 14 24  1  0  0  0  0
 14 25  2  0  0  0  0
 15 24  2  0  0  0  0
 15 29  1  0  0  0  0
 16 20  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 18 26  1  0  0  0  0
 19 28  1  0  0  0  0
 21 24  1  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 26 27  2  0  0  0  0
 28 29  2  0  0  0  0
M  CHG  1  13   1
M  END
> <DATABASE_ID>
HMDB0003904

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6,9,19H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p+1

> <INCHI_KEY>
RRUVJGASJONMDY-UHFFFAOYSA-O

> <FORMULA>
C14H23N4O8P2S

> <MOLECULAR_WEIGHT>
469.367

> <EXACT_MASS>
469.071182446

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.310059752283976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium

> <ALOGPS_LOGP>
-0.67

> <JCHEM_LOGP>
-6.934773039591691

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.197843720779322

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.778305054463372

> <JCHEM_PKA_STRONGEST_BASIC>
5.531124960768812

> <JCHEM_POLAR_SURFACE_AREA>
189.2

> <JCHEM_REFRACTIVITY>
116.57950000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-Hydroxyethyl-ThPP

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003904
     RDKit          3D
2-(a-Hydroxyethyl)thiamine diphosphate
 52 53  0  0  0  0  0  0  0  0999 V2000
   -3.5184    3.6600    2.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2364    2.5969    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896    1.7619    1.6856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    0.7969    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    0.6299   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5310   -0.3864   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.2158   -1.0784 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4739   -2.3318   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -2.9329    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202   -4.1874   -0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -3.3094    1.5728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.9660   -0.2654 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955   -1.7614   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -1.6376   -1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.5826   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.5339   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    0.6415   -0.1453 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.6417    0.2736   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485    2.1713   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    0.5942    1.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540    1.3787    2.5337 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8608    1.5648    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451    0.4227    3.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223    2.8833    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.9124   -1.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776    0.3243   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.4810   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.3491   -1.5725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0351    2.4442    0.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    4.6798    2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629    3.5689    2.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    3.5575    3.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1496    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4295   -1.0611   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    0.1228   -2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5421   -2.2488    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -4.0175   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310   -4.2804   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466   -5.0966   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -4.1489    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3303   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.6287   -1.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743    0.4077   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.8504    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    2.2713   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843    0.8920    4.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    3.2253    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580    0.6415   -2.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    0.1679   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    1.1667   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    1.9736   -2.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133    0.6212   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 13 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  2  0
 29  2  1  0
 25  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 19 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      21.840  -7.394   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0      27.483  -6.558   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      29.920  -5.473   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      28.388  -5.312   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      26.578  -7.804   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      28.729  -7.463   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      30.081  -3.941   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.452  -5.634   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      19.509  -5.178   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      26.237  -5.653   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      29.759  -7.005   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      16.171 -11.556   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      20.173  -9.246   0.000  0.00  0.00           N+1
HETATM   14  N   UNK     0      17.505 -13.866   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      20.173 -13.866   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      19.189  -6.684   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.047  -7.643   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.141  -8.889   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.839 -10.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.724  -7.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.839 -16.176   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.900 -11.379   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.333  -7.714   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.839 -14.636   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.505 -12.326   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.610  -8.728   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.579  -9.872   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.839 -11.556   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.173 -12.326   0.000  0.00  0.00           C+0
CONECT    1   23   26                                                       
CONECT    2    4    5    6   10                                             
CONECT    3    4    7    8   11                                             
CONECT    4    2    3                                                       
CONECT    5    2   17                                                       
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    3                                                            
CONECT    9   16                                                            
CONECT   10    2                                                            
CONECT   11    3                                                            
CONECT   12   25                                                            
CONECT   13   19   23   27                                                  
CONECT   14   24   25                                                       
CONECT   15   24   29                                                       
CONECT   16    9   20   23                                                  
CONECT   17    5   18                                                       
CONECT   18   17   26                                                       
CONECT   19   13   28                                                       
CONECT   20   16                                                            
CONECT   21   24                                                            
CONECT   22   27                                                            
CONECT   23    1   13   16                                                  
CONECT   24   14   15   21                                                  
CONECT   25   12   14   28                                                  
CONECT   26    1   18   27                                                  
CONECT   27   13   22   26                                                  
CONECT   28   19   25   29                                                  
CONECT   29   15   28                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0003904
HETATM    1  C1  UNL     1      -3.518   3.660   2.577  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.236   2.597   1.567  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.190   1.762   1.686  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.925   0.797   0.780  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.729   0.630  -0.315  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.531  -0.386  -1.356  1.00  0.00           C  
HETATM    7  N2  UNL     1      -1.331  -1.216  -1.078  1.00  0.00           N1+
HETATM    8  C6  UNL     1      -1.474  -2.332  -0.354  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.700  -2.933   0.262  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.120  -4.187  -0.498  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.338  -3.309   1.573  1.00  0.00           O  
HETATM   12  S1  UNL     1       0.096  -2.966  -0.265  1.00  0.00           S  
HETATM   13  C9  UNL     1       0.895  -1.761  -1.174  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.358  -1.638  -1.538  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.021  -0.583  -0.678  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.363  -0.534  -1.078  1.00  0.00           O  
HETATM   17  P1  UNL     1       5.178   0.642  -0.145  1.00  0.00           P  
HETATM   18  O3  UNL     1       6.642   0.274  -0.121  1.00  0.00           O  
HETATM   19  O4  UNL     1       4.948   2.171  -0.805  1.00  0.00           O  
HETATM   20  O5  UNL     1       4.488   0.594   1.397  1.00  0.00           O  
HETATM   21  P2  UNL     1       5.454   1.379   2.534  1.00  0.00           P  
HETATM   22  O6  UNL     1       6.861   1.565   2.029  1.00  0.00           O  
HETATM   23  O7  UNL     1       5.545   0.423   3.933  1.00  0.00           O  
HETATM   24  O8  UNL     1       4.822   2.883   2.979  1.00  0.00           O  
HETATM   25  C12 UNL     1      -0.134  -0.912  -1.503  1.00  0.00           C  
HETATM   26  C13 UNL     1       0.178   0.324  -2.329  1.00  0.00           C  
HETATM   27  C14 UNL     1      -3.804   1.481  -0.445  1.00  0.00           C  
HETATM   28  N3  UNL     1      -4.676   1.349  -1.572  1.00  0.00           N  
HETATM   29  N4  UNL     1      -4.035   2.444   0.496  1.00  0.00           N  
HETATM   30  H1  UNL     1      -3.437   4.680   2.118  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.563   3.569   2.970  1.00  0.00           H  
HETATM   32  H3  UNL     1      -2.816   3.557   3.412  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.083   0.150   0.904  1.00  0.00           H  
HETATM   34  H5  UNL     1      -3.430  -1.061  -1.458  1.00  0.00           H  
HETATM   35  H6  UNL     1      -2.467   0.123  -2.330  1.00  0.00           H  
HETATM   36  H7  UNL     1      -3.542  -2.249   0.258  1.00  0.00           H  
HETATM   37  H8  UNL     1      -2.792  -4.017  -1.558  1.00  0.00           H  
HETATM   38  H9  UNL     1      -4.231  -4.280  -0.486  1.00  0.00           H  
HETATM   39  H10 UNL     1      -2.647  -5.097  -0.074  1.00  0.00           H  
HETATM   40  H11 UNL     1      -1.820  -4.149   1.556  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.473  -1.330  -2.598  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.801  -2.629  -1.402  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.574   0.408  -0.886  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.008  -0.850   0.393  1.00  0.00           H  
HETATM   45  H16 UNL     1       5.538   2.271  -1.612  1.00  0.00           H  
HETATM   46  H17 UNL     1       6.184   0.892   4.537  1.00  0.00           H  
HETATM   47  H18 UNL     1       4.244   3.225   2.258  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.658   0.641  -2.948  1.00  0.00           H  
HETATM   49  H20 UNL     1       1.117   0.168  -2.887  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.395   1.167  -1.615  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.544   1.974  -2.409  1.00  0.00           H  
HETATM   52  H23 UNL     1      -5.413   0.621  -1.499  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   29
CONECT    3    4
CONECT    4    5    5   33
CONECT    5    6   27
CONECT    6    7   34   35
CONECT    7    8    8   25
CONECT    8    9   12
CONECT    9   10   11   36
CONECT   10   37   38   39
CONECT   11   40
CONECT   12   13
CONECT   13   14   25   25
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   45
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   23   46
CONECT   24   47
CONECT   25   26
CONECT   26   48   49   50
CONECT   27   28   29   29
CONECT   28   51   52
END

HMDB0003904
     RDKit          3D
2-(a-Hydroxyethyl)thiamine diphosphate
 52 53  0  0  0  0  0  0  0  0999 V2000
   -3.5184    3.6600    2.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2364    2.5969    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896    1.7619    1.6856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    0.7969    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    0.6299   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5310   -0.3864   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.2158   -1.0784 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4739   -2.3318   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -2.9329    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202   -4.1874   -0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -3.3094    1.5728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.9660   -0.2654 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955   -1.7614   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -1.6376   -1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.5826   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.5339   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    0.6415   -0.1453 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.6417    0.2736   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485    2.1713   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    0.5942    1.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540    1.3787    2.5337 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8608    1.5648    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451    0.4227    3.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223    2.8833    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.9124   -1.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776    0.3243   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.4810   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.3491   -1.5725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0351    2.4442    0.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    4.6798    2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629    3.5689    2.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    3.5575    3.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1496    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4295   -1.0611   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    0.1228   -2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5421   -2.2488    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -4.0175   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310   -4.2804   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466   -5.0966   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -4.1489    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3303   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.6287   -1.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743    0.4077   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.8504    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    2.2713   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843    0.8920    4.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    3.2253    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580    0.6415   -2.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    0.1679   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    1.1667   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    1.9736   -2.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133    0.6212   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 13 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  2  0
 29  2  1  0
 25  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 19 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
M  CHG  1   7   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(alpha-Hydroxyethyl)thiamine diphosphate	ChEBI
2-Hydroxyethyl-THPP	ChEBI
2-(a-Hydroxyethyl)thiamine diphosphoric acid	Generator
2-(alpha-Hydroxyethyl)thiamine diphosphoric acid	Generator
2-(Α-hydroxyethyl)thiamine diphosphate	Generator
2-(Α-hydroxyethyl)thiamine diphosphoric acid	Generator
3-[(4-amino-2-Methyl-5-pyrimidinyl)methyl]-2-(1-hydroxyethyl)-4-methyl-5-(4,6,6-trihydroxy-3,5-dioxa-4,6-diphosphahex-1-yl)- P,p'-dioxide	HMDB
3-[(4-amino-2-Methyl-5-pyrimidinyl)methyl]-2-(1-hydroxyethyl)-5-(2-hydroxyethyl)-4-methyl- 5-(trihydrogen pyrophosphate) (8ci)	HMDB
Thiazolium	HMDB

Chemical Formula

C₁₄H₂₃N₄O₈P₂S

Average Molecular Weight

469.367

Monoisotopic Molecular Weight

469.071182446

IUPAC Name

3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium

Traditional Name

2-Hydroxyethyl-ThPP

CAS Registry Number

10055-47-7

SMILES

CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1

InChI Identifier

InChI=1S/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6,9,19H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p+1

InChI Key

RRUVJGASJONMDY-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Thiamine phosphates

Alternative Parents

Substituents

Thiamine-phosphate
Organic pyrophosphate
2,4,5-trisubstituted 1,3-thiazole
Aminopyrimidine
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Imidolactam
Heteroaromatic compound
Azole
Thiazole
Secondary alcohol
Azacycle
Hydrocarbon derivative
Amine
Organic oxide
Primary amine
Alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic alcohol
Organic oxygen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

thiamine phosphate (CHEBI:978 )
1,3-thiazolium cation (CHEBI:978 )

Ontology

Not Available

Endogenous (HMDB: HMDB0003904)

Pheasant (FooDB: FOOD00430)
Turkey (FooDB: FOOD00494)
Squab (FooDB: FOOD00481)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Mallard duck (FooDB: FOOD00353)
Chicken (FooDB: FOOD00329)
Greylag goose (FooDB: FOOD00368)
Emu (FooDB: FOOD00360)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Pyruvate Metabolism (HMDB: HMDB0003904)

Pyruvate Metabolism (HMDB: HMDB0003904)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	0.401	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.09 g/L	ALOGPS
logP	-0.67	ALOGPS
logP	-6.9	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	5.53	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.2 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	116.58 m³·mol⁻¹	ChemAxon
Polarizability	42.31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	201.562	31661259
DarkChem	[M-H]-	196.103	31661259
DeepCCS	[M+H]+	178.088	30932474
DeepCCS	[M-H]-	175.438	30932474
DeepCCS	[M-2H]-	209.935	30932474
DeepCCS	[M+Na]+	186.1	30932474
AllCCS	[M+H]+	198.7	32859911
AllCCS	[M+H-H2O]+	196.8	32859911
AllCCS	[M+NH4]+	200.4	32859911
AllCCS	[M+Na]+	200.9	32859911
AllCCS	[M-H]-	193.5	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	195.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(a-Hydroxyethyl)thiamine diphosphate	CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1	4715.2	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate	CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1	2985.8	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate	CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1	3854.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(a-Hydroxyethyl)thiamine diphosphate,1TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N)=N1	3780.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,1TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	3799.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,1TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	3774.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,1TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	3810.8	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	3714.9	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	3354.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	5644.6	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	3710.7	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	3335.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	5651.0	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	3724.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	3313.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	5725.9	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	3729.6	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	3458.0	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	5421.9	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	3744.5	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	3436.9	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	5419.6	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3734.4	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3441.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	5497.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3730.5	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3426.0	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	5476.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3761.3	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3499.8	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	5690.9	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	3681.7	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	3372.3	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N1	5242.0	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #10	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3713.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #10	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3536.6	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #10	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	5148.2	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	3701.7	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	3371.1	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N1	5175.9	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3678.4	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3353.5	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	5286.3	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3701.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3357.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	5236.0	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3690.7	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3409.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	5379.5	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3700.3	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3471.2	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	5043.0	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3715.3	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3490.9	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	4946.0	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3723.3	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3547.2	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	5077.8	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #9	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3713.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #9	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3478.2	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TMS,isomer #9	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	4979.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3673.5	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	3356.8	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N1	4916.4	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3716.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3390.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	4762.6	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3700.6	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3437.6	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4847.3	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3713.3	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3375.6	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	4773.3	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3689.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3430.1	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4919.4	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3725.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3499.5	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	4495.2	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3712.6	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3559.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4644.0	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3708.5	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3547.8	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,4TMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4651.9	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3729.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	3399.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N1	4339.6	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3717.3	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3450.0	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4460.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3715.2	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3434.5	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4458.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3715.7	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3548.8	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,5TMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4206.2	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,1TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N)=N1	4020.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,1TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	4009.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,1TBDMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	4000.8	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,1TBDMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4004.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	4143.6	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	3674.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N)=N1	5718.5	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	4130.3	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	3669.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	5722.7	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4151.9	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3649.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	5715.5	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	4144.8	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	3770.1	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	5519.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4138.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3755.0	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	5484.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	4149.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	3750.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	5593.2	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4118.4	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3756.2	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	5537.6	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4157.4	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3830.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	5631.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	4244.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	3798.7	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	5346.2	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #10	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4278.8	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #10	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3995.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #10	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	5240.5	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4280.1	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3819.9	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	5292.9	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	4251.6	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	3776.9	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #3	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	5390.0	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4265.5	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3816.6	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #4	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	5349.1	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4273.2	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3877.4	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #5	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)(O)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	5421.7	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	4243.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	3876.9	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #6	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N1	5156.3	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4256.0	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3929.6	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #7	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	5085.5	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4290.8	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3998.8	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #8	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	5180.5	Standard polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #9	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4260.8	Semi standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #9	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3911.9	Standard non polar	33892256
2-(a-Hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #9	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	5124.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-7935300000-0b34a7fca682f8a54c08	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate GC-MS (1 TMS) - 70eV, Positive	splash10-004j-6902440000-140c534b7a34d2b16ee4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 10V, Positive-QTOF	splash10-00di-0010900000-edc3bde291066610b257	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 20V, Positive-QTOF	splash10-0002-6105900000-00a7fd6e1e5ff7ec29f3	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 40V, Positive-QTOF	splash10-000t-8890500000-4cdd741793f8ee1a2bec	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 10V, Negative-QTOF	splash10-014i-0000900000-7931ef394e437f66ed47	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 20V, Negative-QTOF	splash10-001i-9100200000-d75312b43c4b5a131db6	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 40V, Negative-QTOF	splash10-00bj-9000000000-6e1658898bc7c721e474	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 10V, Positive-QTOF	splash10-00xr-0603900000-82b7c28c4be6ddfaa3f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 20V, Positive-QTOF	splash10-00dj-0907300000-f357687aa15a122efae0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(a-Hydroxyethyl)thiamine diphosphate 40V, Positive-QTOF	splash10-00di-2900000000-4e0cf5cd46cb10b9f12f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Pyruvate metabolism	Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023246

KNApSAcK ID

Not Available

Chemspider ID

389468

KEGG Compound ID

C05125

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440568

PDB ID

Not Available

ChEBI ID

978

Food Biomarker Ontology

Not Available

VMH ID

M00561

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Pyruvate dehydrogenase E1 component subunit beta, mitochondrial

General function:: Involved in catalytic activity
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: PDHB
Uniprot ID:: P11177
Molecular weight:: 39233.1

Reactions

Pyruvic acid + Thiamine pyrophosphate → 2-(a-Hydroxyethyl)thiamine diphosphate + Carbon dioxide	details
2-(a-Hydroxyethyl)thiamine diphosphate + Enzyme N6-(lipoyl)lysine → [Dihydrolipoyllysine-residue acetyltransferase] S-acetyldihydrolipoyllysine + Thiamine pyrophosphate	details

Enzyme Details

2. Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial

General function:: Involved in oxidoreductase activity, acting on the aldehyde or oxo group of donors, disulfide as acceptor
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: PDHA1
Uniprot ID:: P08559
Molecular weight:: 43295.255

Reactions

Pyruvic acid + Thiamine pyrophosphate → 2-(a-Hydroxyethyl)thiamine diphosphate + Carbon dioxide	details
2-(a-Hydroxyethyl)thiamine diphosphate + Enzyme N6-(lipoyl)lysine → [Dihydrolipoyllysine-residue acetyltransferase] S-acetyldihydrolipoyllysine + Thiamine pyrophosphate	details

Enzyme Details

3. Pyruvate dehydrogenase E1 component subunit alpha, testis-specific form, mitochondrial

General function:: Involved in oxidoreductase activity, acting on the aldehyde or oxo group of donors, disulfide as acceptor
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: PDHA2
Uniprot ID:: P29803
Molecular weight:: 42932.855

Reactions

Pyruvic acid + Thiamine pyrophosphate → 2-(a-Hydroxyethyl)thiamine diphosphate + Carbon dioxide	details
2-(a-Hydroxyethyl)thiamine diphosphate + Enzyme N6-(lipoyl)lysine → [Dihydrolipoyllysine-residue acetyltransferase] S-acetyldihydrolipoyllysine + Thiamine pyrophosphate	details

Enzyme Details

4. 2-oxoglutarate dehydrogenase, mitochondrial

General function:: Involved in oxoglutarate dehydrogenase (succinyl-transferring) activity
Specific function:: The 2-oxoglutarate dehydrogenase complex catalyzes the overall conversion of 2-oxoglutarate to succinyl-CoA and CO(2). It contains multiple copies of three enzymatic components: 2-oxoglutarate dehydrogenase (E1), dihydrolipoamide succinyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: OGDH
Uniprot ID:: Q02218
Molecular weight:: 48179.59

Enzyme Details

5. Acetolactate synthase-like protein

General function:: Involved in magnesium ion binding
Specific function:: Not Available
Gene Name:: ILVBL
Uniprot ID:: A1L0T0
Molecular weight:: 67867.2

Showing metabocard for 2-(a-Hydroxyethyl)thiamine diphosphate (HMDB0003904)

MOL for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

3D MOL for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

3D SDF for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

3D-SDF for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

PDB for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

3D PDB for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

SMILES for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

INCHI for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

Structure for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

3D Structure for HMDB0003904 (2-(a-Hydroxyethyl)thiamine diphosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions