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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-12 23:28:36 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003546

Secondary Accession Numbers

HMDB03546

Metabolite Identification

Common Name

Salicin

Description

Salicin, also known as salicoside or delta-salicin, is an aryl beta-D-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a beta-D-glucosyl residue. It has a role as a prodrug, an antipyretic, a non-narcotic analgesic, a non-steroidal anti-inflammatory drug, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor and a metabolite. It is an aryl beta-D-glucoside, an aromatic primary alcohol and a member of benzyl alcohols. It derives from a salicyl alcohol. Salicin belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Salicin exists in all living organisms, ranging from bacteria to humans. Salicin is a bitter tasting compound.

Structure

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

HMDB0003546
     RDKit          3D
Salicin
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.1282    2.2867   -0.7564 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.2585   -1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    0.2825    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592   -0.3349    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.2045    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -1.4397    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -0.7496    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676    0.0761    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    0.7614   -0.0551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5469   -0.3831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3423    1.1947    0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6631    0.9453   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5271    1.6287    0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.0994    2.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878   -0.5248   -0.1562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2904   -0.7010   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -1.0921   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3840   -2.4073   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -0.9636   -0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3503   -1.3690   -1.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5011    3.0947   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.6285   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348    0.7412   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -0.2592    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.7374    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8213   -2.0382    3.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174   -0.9391    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    0.8826   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.3993   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    1.3593    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    2.7025    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491    1.8762    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740   -1.0668    0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139   -0.8524   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1615   -0.4643   -2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -2.7219   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422   -1.4413    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -1.4575   -2.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 10  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  6
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  0
 17 35  1  6
 18 36  1  0
 19 37  1  1
 20 38  1  0
M  END

  Mrv1652305271900282D          

 20 21  0  0  1  0            999 V2000
   12.1223   -7.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4078   -7.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8367   -7.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4078   -8.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5513   -9.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2644   -9.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8367   -8.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1223   -9.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9789  -10.3721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9789  -11.1971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6933  -11.6096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4078  -11.1971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4078  -10.3721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2657   -8.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2644   -9.1346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2644  -11.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6933  -12.4346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1223  -11.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1223   -9.9596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6933   -9.9596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  2  1  0  0  0  0
  2  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5 14  1  0  0  0  0
  5  7  1  0  0  0  0
  9  6  1  1  0  0  0
  6 15  1  0  0  0  0
  7  8  2  0  0  0  0
  8 19  1  0  0  0  0
  9 10  1  0  0  0  0
  9 20  1  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  6  0  0  0
 11 12  1  0  0  0  0
 11 17  1  1  0  0  0
 12 13  1  0  0  0  0
 12 18  1  6  0  0  0
 13 19  1  1  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003546

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1

> <INCHI_KEY>
NGFMICBWJRZIBI-UJPOAAIJSA-N

> <FORMULA>
C13H18O7

> <MOLECULAR_WEIGHT>
286.2778

> <EXACT_MASS>
286.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.889424057181387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.15

> <JCHEM_LOGP>
-1.3657373663333332

> <ALOGPS_LOGS>
-1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.183713426774577

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.198710719721928

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9360965919196627

> <JCHEM_POLAR_SURFACE_AREA>
119.61000000000001

> <JCHEM_REFRACTIVITY>
66.9992

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
salicin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003546
     RDKit          3D
Salicin
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.1282    2.2867   -0.7564 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.2585   -1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    0.2825    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592   -0.3349    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.2045    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -1.4397    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -0.7496    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676    0.0761    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    0.7614   -0.0551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5469   -0.3831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3423    1.1947    0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6631    0.9453   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5271    1.6287    0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.0994    2.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878   -0.5248   -0.1562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2904   -0.7010   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -1.0921   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3840   -2.4073   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -0.9636   -0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3503   -1.3690   -1.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5011    3.0947   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.6285   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348    0.7412   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -0.2592    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.7374    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8213   -2.0382    3.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174   -0.9391    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    0.8826   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.3993   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    1.3593    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    2.7025    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491    1.8762    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740   -1.0668    0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139   -0.8524   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1615   -0.4643   -2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -2.7219   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422   -1.4413    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -1.4575   -2.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 10  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  6
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  0
 17 35  1  6
 18 36  1  0
 19 37  1  1
 20 38  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      22.628 -13.971   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.295 -14.741   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.962 -14.741   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.295 -16.281   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.296 -17.051   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.294 -18.591   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.962 -16.281   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.628 -17.051   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.627 -19.361   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.627 -20.901   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.961 -21.671   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.295 -20.901   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.295 -19.361   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      26.629 -16.281   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      17.294 -17.051   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      17.294 -21.671   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      19.961 -23.211   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      22.628 -21.671   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      22.628 -18.591   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.961 -18.591   0.000  0.00  0.00           O+0
CONECT    1    3    2                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5   14    7                                                       
CONECT    6    9   15                                                       
CONECT    7    3    5    8                                                  
CONECT    8    4    7   19                                                  
CONECT    9    6   10   20                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   19   20                                                  
CONECT   14    5                                                            
CONECT   15    6                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19    8   13                                                       
CONECT   20    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0003546
HETATM    1  O1  UNL     1       4.128   2.287  -0.756  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.231   1.259  -1.126  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.130   0.283   0.019  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.259  -0.335   0.478  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.068  -1.204   1.558  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.863  -1.440   2.154  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.749  -0.750   1.597  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.868   0.076   0.571  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.891   0.761  -0.055  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.421   0.547  -0.383  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.342   1.195   0.324  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.663   0.945  -0.067  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.527   1.629   0.985  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.145   1.099   2.224  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.988  -0.525  -0.156  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.290  -0.701  -0.493  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.033  -1.092  -1.219  1.00  0.00           C  
HETATM   18  O6  UNL     1      -2.384  -2.407  -1.454  1.00  0.00           O  
HETATM   19  C13 UNL     1      -0.652  -0.964  -0.615  1.00  0.00           C  
HETATM   20  O7  UNL     1       0.350  -1.369  -1.492  1.00  0.00           O  
HETATM   21  H1  UNL     1       3.501   3.095  -0.578  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.275   1.628  -1.408  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.735   0.741  -2.000  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.245  -0.259   0.031  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.973  -1.737   1.916  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.821  -2.038   3.019  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.817  -0.939   2.155  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.406   0.883  -1.520  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.892   1.399  -1.056  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.581   1.359   0.742  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.329   2.702   0.944  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.149   1.876   2.844  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.674  -1.067   0.785  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.414  -0.852  -1.446  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.161  -0.464  -2.129  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.174  -2.722  -2.365  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.642  -1.441   0.358  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.036  -1.458  -2.383  1.00  0.00           H  
CONECT    1    2   21
CONECT    2    3   22   23
CONECT    3    4    4    8
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   10
CONECT   10   11   19   28
CONECT   11   12
CONECT   12   13   15   29
CONECT   13   14   30   31
CONECT   14   32
CONECT   15   16   17   33
CONECT   16   34
CONECT   17   18   19   35
CONECT   18   36
CONECT   19   20   37
CONECT   20   38
END

HMDB0003546
     RDKit          3D
Salicin
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.1282    2.2867   -0.7564 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.2585   -1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    0.2825    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592   -0.3349    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.2045    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -1.4397    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -0.7496    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676    0.0761    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    0.7614   -0.0551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5469   -0.3831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3423    1.1947    0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6631    0.9453   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5271    1.6287    0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.0994    2.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878   -0.5248   -0.1562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2904   -0.7010   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -1.0921   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3840   -2.4073   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -0.9636   -0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3503   -1.3690   -1.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5011    3.0947   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.6285   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348    0.7412   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -0.2592    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.7374    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8213   -2.0382    3.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174   -0.9391    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    0.8826   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.3993   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    1.3593    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    2.7025    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491    1.8762    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740   -1.0668    0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139   -0.8524   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1615   -0.4643   -2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -2.7219   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422   -1.4413    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -1.4575   -2.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 10  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  6
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  0
 17 35  1  6
 18 36  1  0
 19 37  1  1
 20 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2(Hydroxymethyl)phenyl-beta-D-glucopyranoside	ChEBI
2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside	ChEBI
2-(Hydroxymethyl)phenyl-O-beta-D-glucopyranoside	ChEBI
D-(-)-Salicin	ChEBI
O-(Hydroxymethyl)phenyl beta-D-glucopyranoside	ChEBI
Salicoside	ChEBI
Salicyl alcohol glucoside	ChEBI
Saligenin beta-D-glucopyranoside	ChEBI
2(Hydroxymethyl)phenyl-b-D-glucopyranoside	Generator
2(Hydroxymethyl)phenyl-β-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-b-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-β-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-O-b-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-O-β-D-glucopyranoside	Generator
O-(Hydroxymethyl)phenyl b-D-glucopyranoside	Generator
O-(Hydroxymethyl)phenyl β-D-glucopyranoside	Generator
Saligenin b-D-glucopyranoside	Generator
Saligenin β-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl hexopyranoside	HMDB
D-Salicin	HMDB
delta-Salicin	HMDB
Salicine	HMDB
Saligenin beta-delta-glucopyranoside	HMDB
Saligenin-b-D-glucopyranoside	HMDB
Saligenin-beta-D-glucopyranoside	HMDB
Saligenin-beta-delta-glucopyranoside	HMDB

Chemical Formula

C₁₃H₁₈O₇

Average Molecular Weight

286.2778

Monoisotopic Molecular Weight

286.10525293

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol

Traditional Name

salicin

CAS Registry Number

138-52-3

SMILES

OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1

InChI Key

NGFMICBWJRZIBI-UJPOAAIJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Phenoxy compound
Benzyl alcohol
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Alcohol
Hydrocarbon derivative
Primary alcohol
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

benzyl alcohols (CHEBI:17814 )
aromatic primary alcohol (CHEBI:17814 )
aryl beta-D-glucoside (CHEBI:17814 )
Phenylpropanoids (C01451 )

Ontology

Physiological effect

Organoleptic effect

Taste

Bitter

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0003546)

Source

Exogenous

Exogenous (HMDB: HMDB0003546)

Endogenous

Plant

Plant (HMDB: HMDB0003546)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	207 °C	Not Available
Boiling Point	549.09 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	40 mg/mL at 25 °C	Not Available
LogP	-1.22	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	24.9 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	119.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67 m³·mol⁻¹	ChemAxon
Polarizability	27.89 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]+	164.713	31661259
DarkChem	[M-H]-	161.191	31661259
DeepCCS	[M+H]+	163.805	30932474
DeepCCS	[M-H]-	161.409	30932474
DeepCCS	[M-2H]-	195.922	30932474
DeepCCS	[M+Na]+	170.807	30932474
AllCCS	[M+H]+	167.0	32859911
AllCCS	[M+H-H2O]+	163.6	32859911
AllCCS	[M+NH4]+	170.2	32859911
AllCCS	[M+Na]+	171.1	32859911
AllCCS	[M-H]-	163.5	32859911
AllCCS	[M+Na-2H]-	163.5	32859911
AllCCS	[M+HCOO]-	163.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Salicin	OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	3386.5	Standard polar	33892256
Salicin	OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2736.1	Standard non polar	33892256
Salicin	OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	2592.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Salicin,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O)[C@@H]1O	2439.6	Semi standard non polar	33892256
Salicin,1TMS,isomer #2	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	2422.5	Semi standard non polar	33892256
Salicin,1TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@@H](O)[C@@H]1O	2429.9	Semi standard non polar	33892256
Salicin,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@H]1O	2417.7	Semi standard non polar	33892256
Salicin,1TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@H]1O	2419.7	Semi standard non polar	33892256
Salicin,2TMS,isomer #1	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2407.3	Semi standard non polar	33892256
Salicin,2TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@H]1O[Si](C)(C)C	2393.0	Semi standard non polar	33892256
Salicin,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2411.0	Semi standard non polar	33892256
Salicin,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2401.6	Semi standard non polar	33892256
Salicin,2TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2407.8	Semi standard non polar	33892256
Salicin,2TMS,isomer #5	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2409.9	Semi standard non polar	33892256
Salicin,2TMS,isomer #6	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2414.1	Semi standard non polar	33892256
Salicin,2TMS,isomer #7	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2424.3	Semi standard non polar	33892256
Salicin,2TMS,isomer #8	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=CC=C2CO)O[C@@H]1CO	2393.6	Semi standard non polar	33892256
Salicin,2TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@H]1O	2399.0	Semi standard non polar	33892256
Salicin,3TMS,isomer #1	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2406.2	Semi standard non polar	33892256
Salicin,3TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@H]1O[Si](C)(C)C	2412.2	Semi standard non polar	33892256
Salicin,3TMS,isomer #2	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2417.1	Semi standard non polar	33892256
Salicin,3TMS,isomer #3	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2410.0	Semi standard non polar	33892256
Salicin,3TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2407.4	Semi standard non polar	33892256
Salicin,3TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2417.3	Semi standard non polar	33892256
Salicin,3TMS,isomer #6	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2401.9	Semi standard non polar	33892256
Salicin,3TMS,isomer #7	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2422.2	Semi standard non polar	33892256
Salicin,3TMS,isomer #8	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2420.0	Semi standard non polar	33892256
Salicin,3TMS,isomer #9	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2424.9	Semi standard non polar	33892256
Salicin,4TMS,isomer #1	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2441.2	Semi standard non polar	33892256
Salicin,4TMS,isomer #2	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2451.9	Semi standard non polar	33892256
Salicin,4TMS,isomer #3	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2439.3	Semi standard non polar	33892256
Salicin,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2441.5	Semi standard non polar	33892256
Salicin,4TMS,isomer #5	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2460.6	Semi standard non polar	33892256
Salicin,5TMS,isomer #1	C[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2491.4	Semi standard non polar	33892256
Salicin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O)[C@@H]1O	2683.7	Semi standard non polar	33892256
Salicin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	2678.5	Semi standard non polar	33892256
Salicin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@@H](O)[C@@H]1O	2695.2	Semi standard non polar	33892256
Salicin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@H]1O	2674.7	Semi standard non polar	33892256
Salicin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@H]1O	2679.2	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2922.2	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2918.2	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2923.4	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2909.9	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2919.7	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2932.6	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2932.9	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2942.2	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=CC=C2CO)O[C@@H]1CO	2922.2	Semi standard non polar	33892256
Salicin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@H]1O	2921.5	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3144.9	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=CC=C2CO)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C	3110.7	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3143.0	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3155.9	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3107.2	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3136.6	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3106.5	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3144.3	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3149.0	Semi standard non polar	33892256
Salicin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3156.4	Semi standard non polar	33892256
Salicin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3323.3	Semi standard non polar	33892256
Salicin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3352.4	Semi standard non polar	33892256
Salicin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3324.2	Semi standard non polar	33892256
Salicin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC=CC=C2CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3301.6	Semi standard non polar	33892256
Salicin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3319.4	Semi standard non polar	33892256
Salicin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3513.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Salicin GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-016s-0931000000-d7cfab7dda5ba5b8cb8d	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Salicin GC-EI-TOF (Non-derivatized)	splash10-016s-0931000000-d7cfab7dda5ba5b8cb8d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-6970000000-4a3fc41bdfdcae61270a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicin GC-MS (5 TMS) - 70eV, Positive	splash10-001i-1111149000-413e4462b838237eb990	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0a4i-0920000000-dd9147181f57af043933	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0a4i-0900000000-5f01886cdb3b1b83482d	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0a6r-6900000000-60990058ed2008115d3c	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Linear Ion Trap , positive-QTOF	splash10-0aor-0970000000-b0ab03332dc31197e24d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Linear Ion Trap , positive-QTOF	splash10-0aor-0970000000-1eff788038412eafc6e0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Linear Ion Trap , positive-QTOF	splash10-001i-0920000000-e1a9ed30eb900b2d13f5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Linear Ion Trap , positive-QTOF	splash10-001i-0930000000-53b80e6d9343986fce22	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Linear Ion Trap , positive-QTOF	splash10-0a4i-0479000000-e3d1fa41cebd0db517ec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin Linear Ion Trap , positive-QTOF	splash10-0a4i-0469000000-7bd2e826ca0d8c4e246b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 10V, Negative-QTOF	splash10-00di-0900000000-a9a3323c5bcb7537be88	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 35V, Negative-QTOF	splash10-0079-4990000000-21e7ed9f578486c41d30	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 40V, Negative-QTOF	splash10-00dl-6900000000-abca856686e2a48f338b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 20V, Negative-QTOF	splash10-00di-0900000000-d01a7791218632604919	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 20V, Positive-QTOF	splash10-0a4i-0900000000-2ce515c6b24230bee91d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 10V, Positive-QTOF	splash10-0a4i-0910000000-8157b002a15ff7712810	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 35V, Positive-QTOF	splash10-0a59-0900000000-08e0bc3883a8879210c3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicin 40V, Positive-QTOF	splash10-0a6r-7900000000-60f3f4e5be9e785ee227	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 10V, Positive-QTOF	splash10-05r9-0970000000-300143a83a460b0b8de6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 20V, Positive-QTOF	splash10-0a4i-0900000000-d56d227c3ed2911b275e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 40V, Positive-QTOF	splash10-0a4i-3900000000-da1f6546fa4860684208	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 10V, Negative-QTOF	splash10-0079-0790000000-705ce708dcc235d02e31	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 20V, Negative-QTOF	splash10-05fu-3940000000-1b35dca166815881ea11	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 40V, Negative-QTOF	splash10-0006-9400000000-45d5d35d6bc2783638e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 10V, Positive-QTOF	splash10-0a4j-3920000000-e8aa896614066fd2844c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicin 20V, Positive-QTOF	splash10-014r-2940000000-2eba30eb86decafa5403	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum
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
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Salicin

METLIN ID

6948

PubChem Compound

439503

PDB ID

Not Available

ChEBI ID

17814

Food Biomarker Ontology

Not Available

VMH ID

SALCN

MarkerDB ID

Not Available

Good Scents ID

rw1108911

References

Synthesis Reference

Julkunen-Tiitto, Riitta; Meier, Beat. The enzymic decomposition of salicin and its derivatives obtained from Salicaceae species. Journal of Natural Products (1992), 55(9), 1204-12.

Material Safety Data Sheet (MSDS)

Not Available

General References

Sakurai M, Ohsako M, Nagano M, Nakamura C, Tsuzuki O, Ichikawa M, Matsumoto Y: [Effect of human serum albumin on transport of drugs through human erythrocyte membranes]. Yakugaku Zasshi. 1996 Aug;116(8):630-8. [PubMed:8831264 ]
Mahdi JG, Mahdi AJ, Mahdi AJ, Bowen ID: The historical analysis of aspirin discovery, its relation to the willow tree and antiproliferative and anticancer potential. Cell Prolif. 2006 Apr;39(2):147-55. [PubMed:16542349 ]
Sadatsune T, Moreno G: [Contribution to the study of the haemolytic streptococci isolated from dogs (author's transl)]. Arq Inst Biol (Sao Paulo). 1975;42:257-64. [PubMed:1236057 ]
Brenner DJ, Hickman-Brenner FW, Holmes B, Hawkey PM, Penner JL, Grimont PA, O'Hara CM: Replacement of NCTC 4175, the current type strain of Proteus vulgaris, with ATCC 29905. Request for an opinion. Int J Syst Bacteriol. 1995 Oct;45(4):870-1. [PubMed:7547312 ]

Showing metabocard for Salicin (HMDB0003546)

MOL for HMDB0003546 (Salicin)

3D MOL for HMDB0003546 (Salicin)

3D SDF for HMDB0003546 (Salicin)

3D-SDF for HMDB0003546 (Salicin)

PDB for HMDB0003546 (Salicin)

3D PDB for HMDB0003546 (Salicin)

SMILES for HMDB0003546 (Salicin)

INCHI for HMDB0003546 (Salicin)

Structure for HMDB0003546 (Salicin)

3D Structure for HMDB0003546 (Salicin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra