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Showing metabocard for Pyridoxamine (HMDB0001431)

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enzymes (4) Show 4 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:42 UTC
HMDB IDHMDB0001431
Secondary Accession Numbers
  • HMDB01431
Metabolite Identification
Common NamePyridoxamine
DescriptionPyridoxamine is one form of vitamin B6. Chemically it is based on a pyridine ring structure, with hydroxyl, methyl, aminomethyl, and hydroxymethyl substituents. It differs from pyridoxine by the substituent at the 4-position. The hydroxyl at position 3 and aminomethyl group at position 4 of its ring endow pyridoxamine with a variety of chemical properties, including the scavenging of free radical species and carbonyl species formed in sugar and lipid degradation and chelation of metal ions that catalyze Amadori reactions. Pyridoxamine, also known as PM, belongs to the class of organic compounds known as pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position. Within humans, pyridoxamine participates in a number of enzymatic reactions. In particular, pyridoxamine can be converted into pyridoxal; which is mediated by the enzyme pyridoxine-5'-phosphate oxidase. In addition, pyridoxamine can be converted into pyridoxamine 5'-phosphate; which is catalyzed by the enzyme pyridoxal kinase. Pyridoxamine also inhibits the formation of advanced lipoxidation endproducts during lipid peroxidation reactions by reaction with dicarbonyl intermediates. In humans, pyridoxamine is involved in vitamin B6 metabolism. Outside of the human body, pyridoxamine has been detected, but not quantified in several different foods, such as nutmegs, sparkleberries, fennels, turmerics, and swiss chards. Pyridoxamine inhibits the Maillard reaction and can block the formation of advanced glycation endproducts, which are associated with medical complications of diabetes. Pyridoxamine is hypothesized to trap intermediates in the formation of Amadori products released from glycated proteins, possibly preventing the breakdown of glycated proteins by disrupting the catalysis of this process through disruptive interactions with the metal ions crucial to the redox reaction. One research study found that pyridoxamine specifically reacts with the carbonyl group in Amadori products, but inhibition of post-Amadori reactions (that can lead to advanced glycation endproducts) is due in much greater part to the metal chelation effects of pyridoxamine.
Structure
Data?1676999742
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001431 (Pyridoxamine)


  Mrv1652309042000232D          

 12 12  0  0  0  0            999 V2000
   -0.1168    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978    0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383    0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978   -0.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383   -0.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461    0.4157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978    1.6457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1168   -1.2471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0202    0.0034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001431 (Pyridoxamine)

HMDB0001431
     RDKit          3D
Pyridoxamine
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.3902   -0.4471    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068   -0.5770    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108   -1.7623    0.3268 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0094   -1.9135    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911   -0.8191   -0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081   -1.0495   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5772   -2.3712   -0.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    0.4202   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403    1.5859   -0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.8568    0.3596 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489    0.5482    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7549    1.7783   -0.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718   -0.0577    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8255    0.1902   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8441   -1.4618    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -2.9045    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099   -0.2658   -0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879   -1.1637   -1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -2.4548    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3305    2.5010   -0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2060    1.7729   -1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9881    2.5585    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691    2.1209   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7143    1.9151    0.0608 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
  5  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 11  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 12 24  1  0
M  END
Download

3D SDF for HMDB0001431 (Pyridoxamine)


  Mrv1652309042000232D          

 12 12  0  0  0  0            999 V2000
   -0.1168    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978    0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383    0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978   -0.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383   -0.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461    0.4157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978    1.6457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1168   -1.2471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0202    0.0034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001431

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(O)C(CN)=C(CO)C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3

> <INCHI_KEY>
NHZMQXZHNVQTQA-UHFFFAOYSA-N

> <FORMULA>
C8H12N2O2

> <MOLECULAR_WEIGHT>
168.1931

> <EXACT_MASS>
168.089877638

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.524325285309423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol

> <ALOGPS_LOGP>
-1.23

> <JCHEM_LOGP>
-1.6069905405485954

> <ALOGPS_LOGS>
-0.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.85255410474139

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.809408884689676

> <JCHEM_PKA_STRONGEST_BASIC>
9.612992220108088

> <JCHEM_POLAR_SURFACE_AREA>
79.37

> <JCHEM_REFRACTIVITY>
45.76279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyridoxamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001431 (Pyridoxamine)

HMDB0001431
     RDKit          3D
Pyridoxamine
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.3902   -0.4471    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068   -0.5770    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108   -1.7623    0.3268 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0094   -1.9135    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911   -0.8191   -0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081   -1.0495   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5772   -2.3712   -0.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    0.4202   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403    1.5859   -0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.8568    0.3596 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489    0.5482    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7549    1.7783   -0.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718   -0.0577    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8255    0.1902   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8441   -1.4618    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -2.9045    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099   -0.2658   -0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879   -1.1637   -1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -2.4548    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3305    2.5010   -0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2060    1.7729   -1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9881    2.5585    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691    2.1209   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7143    1.9151    0.0608 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
  5  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 11  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 12 24  1  0
M  END
Download

PDB for HMDB0001431 (Pyridoxamine)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -0.218   0.776   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.116   0.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.565   0.006   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.212   2.309   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.116  -1.546   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.437   0.776   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.565  -1.546   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.886   0.776   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.116   3.072   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -0.218  -2.328   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       3.771   0.006   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.892  -2.309   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12   10                                                  
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    5    7                                                       
CONECT   11    6                                                            
CONECT   12    7                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0001431 (Pyridoxamine)

COMPND    HMDB0001431
HETATM    1  C1  UNL     1       3.390  -0.447   0.563  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.907  -0.577   0.295  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.311  -1.762   0.327  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.009  -1.913   0.114  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.791  -0.819  -0.151  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.208  -1.050  -0.444  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.577  -2.371  -0.154  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.231   0.420  -0.198  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.040   1.586  -0.552  1.00  0.00           C  
HETATM   10  N2  UNL     1      -2.146   1.857   0.360  1.00  0.00           N  
HETATM   11  C8  UNL     1       1.149   0.548   0.027  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.755   1.778  -0.026  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.572  -0.058   1.559  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.825   0.190  -0.199  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.844  -1.462   0.403  1.00  0.00           H  
HETATM   16  H4  UNL     1      -0.439  -2.905   0.120  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.910  -0.266  -0.299  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.188  -1.164  -1.628  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.453  -2.455   0.868  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.330   2.501  -0.279  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.206   1.773  -1.618  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.988   2.559   1.092  1.00  0.00           H  
HETATM   23  H11 UNL     1      -2.969   2.121  -0.241  1.00  0.00           H  
HETATM   24  H12 UNL     1       2.714   1.915   0.061  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3   11
CONECT    3    4
CONECT    4    5    5   16
CONECT    5    6    8
CONECT    6    7   17   18
CONECT    7   19
CONECT    8    9   11   11
CONECT    9   10   20   21
CONECT   10   22   23
CONECT   11   12
CONECT   12   24
END
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SMILES for HMDB0001431 (Pyridoxamine)

CC1=C(O)C(CN)=C(CO)C=N1
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INCHI for HMDB0001431 (Pyridoxamine)

InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4-(AMINOMETHYL)-5-(hydroxymethyl)-2-methylpyridin-3-olChEBI
PMChEBI
2-Methyl-4-aminomethyl-5-hydroxymethyl-3-pyridinolHMDB
4-(Aminomethyl)-5-(hydroxymethyl)-2-methyl-3-pyridinolHMDB
4-(Aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanolHMDB
PyridoxylamineHMDB
Chemical FormulaC8H12N2O2
Average Molecular Weight168.1931
Monoisotopic Molecular Weight168.089877638
IUPAC Name4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol
Traditional Namepyridoxamine
CAS Registry Number85-87-0
SMILES
CC1=C(O)C(CN)=C(CO)C=N1
InChI Identifier
InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3
InChI KeyNHZMQXZHNVQTQA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridoxamines
Direct ParentPyridoxamine 5'-phosphates
Alternative Parents
Substituents
  • Pyridoxamine 5'-phosphate
  • Aralkylamine
  • Hydroxypyridine
  • Methylpyridine
  • Heteroaromatic compound
  • Azacycle
  • Amine
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic alcohol
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility815 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Astarita_neg132.330932474
[M-H]-Baker140.11630932474
[M+H]+Baker135.79330932474
[M-H]-Not Available136.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00000482
[M+H]+Not Available134.5http://allccs.zhulab.cn/database/detail?ID=AllCCS00000482
Predicted Molecular Properties
PropertyValueSource
Water Solubility29 g/LALOGPS
logP-1.2ALOGPS
logP-1.6ChemAxon
logS-0.76ALOGPS
pKa (Strongest Acidic)7.81ChemAxon
pKa (Strongest Basic)9.61ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area79.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity45.76 m³·mol⁻¹ChemAxon
Polarizability17.52 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.87931661259
DarkChem[M+H]+135.87931661259
DarkChem[M-H]-133.61731661259
DarkChem[M-H]-133.61731661259
AllCCS[M+H]+136.51732859911
AllCCS[M-H]-135.3432859911
DeepCCS[M+H]+137.64530932474
DeepCCS[M-H]-133.81830932474
DeepCCS[M-2H]-171.22830932474
DeepCCS[M+Na]+146.76630932474
AllCCS[M+H]+136.532859911
AllCCS[M+H-H2O]+132.132859911
AllCCS[M+NH4]+140.632859911
AllCCS[M+Na]+141.832859911
AllCCS[M-H]-135.332859911
AllCCS[M+Na-2H]-136.532859911
AllCCS[M+HCOO]-137.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PyridoxamineCC1=C(O)C(CN)=C(CO)C=N12460.4Standard polar33892256
PyridoxamineCC1=C(O)C(CN)=C(CO)C=N11975.0Standard non polar33892256
PyridoxamineCC1=C(O)C(CN)=C(CO)C=N11771.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Pyridoxamine,1TMS,isomer #1CC1=NC=C(CO)C(CN)=C1O[Si](C)(C)C1773.5Semi standard non polar33892256
Pyridoxamine,1TMS,isomer #2CC1=NC=C(CO[Si](C)(C)C)C(CN)=C1O1806.8Semi standard non polar33892256
Pyridoxamine,1TMS,isomer #3CC1=NC=C(CO)C(CN[Si](C)(C)C)=C1O1931.6Semi standard non polar33892256
Pyridoxamine,2TMS,isomer #1CC1=NC=C(CO[Si](C)(C)C)C(CN)=C1O[Si](C)(C)C1836.4Semi standard non polar33892256
Pyridoxamine,2TMS,isomer #2CC1=NC=C(CO)C(CN[Si](C)(C)C)=C1O[Si](C)(C)C1905.4Semi standard non polar33892256
Pyridoxamine,2TMS,isomer #3CC1=NC=C(CO[Si](C)(C)C)C(CN[Si](C)(C)C)=C1O1940.8Semi standard non polar33892256
Pyridoxamine,2TMS,isomer #4CC1=NC=C(CO)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O2050.6Semi standard non polar33892256
Pyridoxamine,3TMS,isomer #1CC1=NC=C(CO[Si](C)(C)C)C(CN[Si](C)(C)C)=C1O[Si](C)(C)C1960.1Semi standard non polar33892256
Pyridoxamine,3TMS,isomer #1CC1=NC=C(CO[Si](C)(C)C)C(CN[Si](C)(C)C)=C1O[Si](C)(C)C1980.0Standard non polar33892256
Pyridoxamine,3TMS,isomer #1CC1=NC=C(CO[Si](C)(C)C)C(CN[Si](C)(C)C)=C1O[Si](C)(C)C2036.3Standard polar33892256
Pyridoxamine,3TMS,isomer #2CC1=NC=C(CO)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O[Si](C)(C)C2037.0Semi standard non polar33892256
Pyridoxamine,3TMS,isomer #2CC1=NC=C(CO)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O[Si](C)(C)C2109.5Standard non polar33892256
Pyridoxamine,3TMS,isomer #2CC1=NC=C(CO)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O[Si](C)(C)C2182.8Standard polar33892256
Pyridoxamine,3TMS,isomer #3CC1=NC=C(CO[Si](C)(C)C)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O2056.0Semi standard non polar33892256
Pyridoxamine,3TMS,isomer #3CC1=NC=C(CO[Si](C)(C)C)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O2126.9Standard non polar33892256
Pyridoxamine,3TMS,isomer #3CC1=NC=C(CO[Si](C)(C)C)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O2196.2Standard polar33892256
Pyridoxamine,4TMS,isomer #1CC1=NC=C(CO[Si](C)(C)C)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O[Si](C)(C)C2103.3Semi standard non polar33892256
Pyridoxamine,4TMS,isomer #1CC1=NC=C(CO[Si](C)(C)C)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O[Si](C)(C)C2102.9Standard non polar33892256
Pyridoxamine,4TMS,isomer #1CC1=NC=C(CO[Si](C)(C)C)C(CN([Si](C)(C)C)[Si](C)(C)C)=C1O[Si](C)(C)C2012.5Standard polar33892256
Pyridoxamine,1TBDMS,isomer #1CC1=NC=C(CO)C(CN)=C1O[Si](C)(C)C(C)(C)C2057.3Semi standard non polar33892256
Pyridoxamine,1TBDMS,isomer #2CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN)=C1O2067.2Semi standard non polar33892256
Pyridoxamine,1TBDMS,isomer #3CC1=NC=C(CO)C(CN[Si](C)(C)C(C)(C)C)=C1O2209.0Semi standard non polar33892256
Pyridoxamine,2TBDMS,isomer #1CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN)=C1O[Si](C)(C)C(C)(C)C2339.2Semi standard non polar33892256
Pyridoxamine,2TBDMS,isomer #2CC1=NC=C(CO)C(CN[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2393.3Semi standard non polar33892256
Pyridoxamine,2TBDMS,isomer #3CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN[Si](C)(C)C(C)(C)C)=C1O2406.1Semi standard non polar33892256
Pyridoxamine,2TBDMS,isomer #4CC1=NC=C(CO)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O2470.7Semi standard non polar33892256
Pyridoxamine,3TBDMS,isomer #1CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2620.3Semi standard non polar33892256
Pyridoxamine,3TBDMS,isomer #1CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2570.1Standard non polar33892256
Pyridoxamine,3TBDMS,isomer #1CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2421.4Standard polar33892256
Pyridoxamine,3TBDMS,isomer #2CC1=NC=C(CO)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2684.2Semi standard non polar33892256
Pyridoxamine,3TBDMS,isomer #2CC1=NC=C(CO)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2681.5Standard non polar33892256
Pyridoxamine,3TBDMS,isomer #2CC1=NC=C(CO)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2495.8Standard polar33892256
Pyridoxamine,3TBDMS,isomer #3CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O2686.0Semi standard non polar33892256
Pyridoxamine,3TBDMS,isomer #3CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O2689.5Standard non polar33892256
Pyridoxamine,3TBDMS,isomer #3CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O2506.3Standard polar33892256
Pyridoxamine,4TBDMS,isomer #1CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2945.2Semi standard non polar33892256
Pyridoxamine,4TBDMS,isomer #1CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2828.6Standard non polar33892256
Pyridoxamine,4TBDMS,isomer #1CC1=NC=C(CO[Si](C)(C)C(C)(C)C)C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2477.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Pyridoxamine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-001j-0590000000-a4bf9fe291241c903e3d2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Pyridoxamine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00di-9350000000-3b1415672e7ab22d5e642014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Pyridoxamine GC-MS (3 TMS)splash10-001i-1490000000-7214a8743cbe260268ce2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Pyridoxamine GC-EI-TOF (Non-derivatized)splash10-001j-0590000000-a4bf9fe291241c903e3d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Pyridoxamine GC-EI-TOF (Non-derivatized)splash10-00di-9350000000-3b1415672e7ab22d5e642017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Pyridoxamine GC-MS (Non-derivatized)splash10-001i-1490000000-7214a8743cbe260268ce2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pyridoxamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f79-2900000000-1dfbec04a6ae497e32292016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pyridoxamine GC-MS (2 TMS) - 70eV, Positivesplash10-00dj-6090000000-1aab191c7ca62559a8382017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pyridoxamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pyridoxamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-014i-0900000000-4ca97fcd886d80336a5c2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-001i-1900000000-499c48bce709456248bc2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0059-9200000000-aee74b4498be7c8cea6f2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-014i-0900000000-f1da14360063a04c11b42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-014r-0900000000-f5aea0fa928eb266a79d2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-00di-0900000000-bebad702dbdba57d61fa2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-05fr-0900000000-7322846ca1b4d95b5b162012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-0ab9-2900000000-da43b1a049d349d918312012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-014i-0900000000-6b5f1d606df91ae52eb42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive-QTOFsplash10-0gb9-0900000000-d5a16a4cdc19453ae9c72012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-01b9-0900000000-3a1f853ce36bb047e05f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ , negative-QTOFsplash10-014i-0900000000-f1da14360063a04c11b42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ , negative-QTOFsplash10-014r-0900000000-f5aea0fa928eb266a79d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ , negative-QTOFsplash10-00di-0900000000-c7a2dec0f7555dcc5ef72017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ , negative-QTOFsplash10-05fr-0900000000-fe3f1f78fad714162a1c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QQ , negative-QTOFsplash10-0ab9-2900000000-da43b1a049d349d918312017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QTOF , negative-QTOFsplash10-01b9-0900000000-f0cc74a9651686c1610c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine , negative-QTOFsplash10-014i-0900000000-9303a95b8f51c5ce6c222017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pyridoxamine LC-ESI-QTOF , positive-QTOFsplash10-014i-0900000000-6b5f1d606df91ae52eb42017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyridoxamine 10V, Positive-QTOFsplash10-0uxr-0900000000-a1db882596b08c2987a72015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyridoxamine 20V, Positive-QTOFsplash10-0ue9-0900000000-b0f20e8503b963c8a31f2015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyridoxamine 40V, Positive-QTOFsplash10-001i-3900000000-b41efa32a572817ef0c92015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyridoxamine 10V, Negative-QTOFsplash10-014i-0900000000-cd842fcc776d552a0f072015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyridoxamine 20V, Negative-QTOFsplash10-052r-0900000000-ae76358c88e1a1cf17dc2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyridoxamine 40V, Negative-QTOFsplash10-0596-9600000000-eeec53c65ada2bc944b02015-05-27Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.164 +/- 0.038 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.000300-0.000900 uMChildren (1-13 years old)Not SpecifiedNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cerebrospinal Fluid (CSF)Detected and Quantified0.000100-0.000200 uMChildren (1-13 years old)FemaleEpilepsy, early-onset, vitamin B6-dependent details
Associated Disorders and Diseases
Disease References
Epilepsy, early-onset, vitamin B6-dependent
  1. Darin N, Reid E, Prunetti L, Samuelsson L, Husain RA, Wilson M, El Yacoubi B, Footitt E, Chong WK, Wilson LC, Prunty H, Pope S, Heales S, Lascelles K, Champion M, Wassmer E, Veggiotti P, de Crecy-Lagard V, Mills PB, Clayton PT: Mutations in PROSC Disrupt Cellular Pyridoxal Phosphate Homeostasis and Cause Vitamin-B6-Dependent Epilepsy. Am J Hum Genet. 2016 Dec 1;99(6):1325-1337. doi: 10.1016/j.ajhg.2016.10.011. [PubMed:27912044 ]
Associated OMIM IDs
  • 617290 (Epilepsy, early-onset, vitamin B6-dependent)
DrugBank IDDB11673
Phenol Explorer Compound IDNot Available
FooDB IDFDB021819
KNApSAcK IDC00007504
Chemspider ID1023
KEGG Compound IDC00534
BioCyc IDPYRIDOXAMINE
BiGG ID35277
Wikipedia LinkPyridoxamine
METLIN ID238
PubChem Compound1052
PDB IDNot Available
ChEBI ID16410
Food Biomarker OntologyNot Available
VMH IDPYDAM
MarkerDB IDMDB00013438
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Esteve-Romero J, Capella-Peiro ME, Monferrer-Pons L, Gil-Agusti M: Micellar liquid chromatography in clinical chemistry: application to the monitorization of B6 vitamins. Clin Chim Acta. 2004 Oct;348(1-2):69-77. [PubMed:15369738 ]
  3. Berzas Nevado JJ, Murillo Pulgarin JA, Gomez Laguna MA: Determination of pyridoxamine in urine by matrix isopotential synchronous fluorescence spectrometry. Analyst. 1995 Jan;120(1):171-4. [PubMed:7710125 ]
  4. Sharma SK, Dakshinamurti K: Determination of vitamin B6 vitamers and pyridoxic acid in biological samples. J Chromatogr. 1992 Jul 1;578(1):45-51. [PubMed:1400785 ]
  5. Rokitzki L, Sagredos AN, Reuss F, Buchner M, Keul J: Acute changes in vitamin B6 status in endurance athletes before and after a marathon. Int J Sport Nutr. 1994 Jun;4(2):154-65. [PubMed:8054960 ]
  6. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details
1. Pyridoxine-5'-phosphate oxidase
General function:
Involved in pyridoxamine-phosphate oxidase activity
Specific function:
Catalyzes the oxidation of either pyridoxine 5'-phosphate (PNP) or pyridoxamine 5'-phosphate (PMP) into pyridoxal 5'-phosphate (PLP).
Gene Name:
PNPO
Uniprot ID:
Q9NVS9
Molecular weight:
29987.79
Reactions
Pyridoxamine + Water + Oxygen → Pyridoxal + Ammonia + Hydrogen peroxidedetails
Enzyme Details
2. Pyridoxal kinase
General function:
Involved in pyridoxal kinase activity
Specific function:
Required for synthesis of pyridoxal-5-phosphate from vitamin B6.
Gene Name:
PDXK
Uniprot ID:
O00764
Molecular weight:
35102.105
Reactions
Adenosine triphosphate + Pyridoxamine → ADP + Pyridoxamine 5'-phosphatedetails
Enzyme Details
3. Pyridoxal phosphate phosphatase
General function:
Involved in catalytic activity
Specific function:
Protein serine phosphatase that dephosphorylates 'Ser-3' in cofilin and probably also dephosphorylates phospho-serine residues in DSTN. Regulates cofilin-dependent actin cytoskeleton reorganization. Required for normal progress through mitosis and normal cytokinesis. Does not dephosphorylate phospho-threonines in LIMK1. Does not dephosphorylate peptides containing phospho-tyrosine. Pyridoxal phosphate phosphatase. Has some activity towards pyridoxal 5'-phosphate (PLP), pyridoxine 5'-phosphate (PMP) and pyridoxine 5'-phosphate (PNP), with a highest activity with PLP followed by PNP.
Gene Name:
PDXP
Uniprot ID:
Q96GD0
Molecular weight:
31697.735
Reactions
Pyridoxamine + Phosphate → Pyridoxamine 5'-phosphate + Waterdetails
Enzyme Details
4. Pyridoxal phosphate phosphatase PHOSPHO2
General function:
Involved in phosphatase activity
Specific function:
Phosphatase that has high activity toward pyridoxal 5'-phosphate (PLP). Also active at much lower level toward pyrophosphate, phosphoethanolamine (PEA), phosphocholine (PCho), phospho-l-tyrosine, fructose-6-phosphate, p-nitrophenyl phosphate, and h-glycerophosphate.
Gene Name:
PHOSPHO2
Uniprot ID:
Q8TCD6
Molecular weight:
27768.72
Reactions
Pyridoxamine + Phosphate → Pyridoxamine 5'-phosphate + Waterdetails