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Showing metabocard for Hydroxypyruvic acid (HMDB0001352)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:37 UTC
HMDB IDHMDB0001352
Secondary Accession Numbers
  • HMDB01352
Metabolite Identification
Common NameHydroxypyruvic acid
DescriptionHydroxypyruvic acid, also known as 3-hydroxypyruvate or OH-pyr, belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Hydroxypyruvic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Hydroxypyruvic acid exists in all living organisms, ranging from bacteria to humans. hydroxypyruvic acid and L-alanine can be biosynthesized from pyruvic acid and L-serine; which is mediated by the enzyme serine--pyruvate aminotransferase. In humans, hydroxypyruvic acid is involved in the metabolic disorder called the dimethylglycine dehydrogenase deficiency pathway. Outside of the human body, Hydroxypyruvic acid has been detected, but not quantified in, several different foods, such as elderberries, summer savories, fireweeds, garland chrysanthemums, and shiitakes. This could make hydroxypyruvic acid a potential biomarker for the consumption of these foods.
Structure
Data?1676999737
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001352 (Hydroxypyruvic acid)


  Mrv1652307092016152D          

  7  6  0  0  0  0            999 V2000
    1.4291   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
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3D MOL for HMDB0001352 (Hydroxypyruvic acid)

HMDB0001352
     RDKit          3D
Hydroxypyruvic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
    1.1193    1.2488   -0.7569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381    0.2054   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5249   -0.1835    0.2625 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.5434    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1880   -1.5840    1.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133   -0.1250    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3481    1.0279   -0.7512 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0651   -0.8629   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254    0.0057    0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8204   -0.9418   -0.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880    1.7527   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  3  8  1  0
  6  9  1  0
  6 10  1  0
  7 11  1  0
M  END
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3D SDF for HMDB0001352 (Hydroxypyruvic acid)


  Mrv1652307092016152D          

  7  6  0  0  0  0            999 V2000
    1.4291   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001352

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)

> <INCHI_KEY>
HHDDCCUIIUWNGJ-UHFFFAOYSA-N

> <FORMULA>
C3H4O4

> <MOLECULAR_WEIGHT>
104.0615

> <EXACT_MASS>
104.010958616

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
8.16699861049387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-2-oxopropanoic acid

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-0.7513740926666667

> <ALOGPS_LOGS>
0.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.009350701452298

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5681387148679744

> <JCHEM_PKA_STRONGEST_BASIC>
-3.393691120437987

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
19.6919

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxypyruvic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0001352 (Hydroxypyruvic acid)

HMDB0001352
     RDKit          3D
Hydroxypyruvic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
    1.1193    1.2488   -0.7569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381    0.2054   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5249   -0.1835    0.2625 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.5434    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1880   -1.5840    1.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133   -0.1250    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3481    1.0279   -0.7512 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0651   -0.8629   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254    0.0057    0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8204   -0.9418   -0.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880    1.7527   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  3  8  1  0
  6  9  1  0
  6 10  1  0
  7 11  1  0
M  END
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PDB for HMDB0001352 (Hydroxypyruvic acid)

HEADER    PROTEIN                                 09-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-20         0                                  
HETATM    1  O   UNK     0       2.668  -0.385   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.385   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -1.925   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.334   0.385   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.668  -0.385   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.334   1.925   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0001352 (Hydroxypyruvic acid)

COMPND    HMDB0001352
HETATM    1  O1  UNL     1       1.119   1.249  -0.757  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.238   0.205  -0.065  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.525  -0.183   0.262  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.060  -0.543   0.360  1.00  0.00           C  
HETATM    5  O3  UNL     1       0.188  -1.584   1.050  1.00  0.00           O  
HETATM    6  C3  UNL     1      -1.313  -0.125   0.007  1.00  0.00           C  
HETATM    7  O4  UNL     1      -1.348   1.028  -0.751  1.00  0.00           O  
HETATM    8  H1  UNL     1       3.065  -0.863  -0.229  1.00  0.00           H  
HETATM    9  H2  UNL     1      -1.925   0.006   0.928  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.820  -0.942  -0.578  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.788   1.753  -0.226  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    8
CONECT    4    5    5    6
CONECT    6    7    9   10
CONECT    7   11
END
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SMILES for HMDB0001352 (Hydroxypyruvic acid)

OCC(=O)C(O)=O
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INCHI for HMDB0001352 (Hydroxypyruvic acid)

InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-HydroxypyruvateKegg
3-Hydroxypyruvic acidKegg
HydroxypyruvateGenerator
3-Hydroxy-2-oxopropanoateHMDB
3-Hydroxy-2-oxopropanoic acidHMDB
beta-HydroxypyruvateHMDB
OH-PyrHMDB
OH-PyruvateHMDB
2-Oxo-3-hydroxypropanoic acidHMDB
2-Oxo-3-hydroxypropionic acidHMDB
3-Hydroxy-2-oxopropionic acidHMDB
Hydroxypyruvic acidHMDB
beta-Hydroxypyruvic acidHMDB
β-Hydroxypyruvic acidHMDB
Chemical FormulaC3H4O4
Average Molecular Weight104.0615
Monoisotopic Molecular Weight104.010958616
IUPAC Name3-hydroxy-2-oxopropanoic acid
Traditional Namehydroxypyruvic acid
CAS Registry Number1113-60-6
SMILES
OCC(=O)C(O)=O
InChI Identifier
InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)
InChI KeyHHDDCCUIIUWNGJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Alpha-keto acid
  • Keto acid
  • Monosaccharide
  • Alpha-hydroxy ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility209 g/LALOGPS
logP-1.4ALOGPS
logP-0.75ChemAxon
logS0.3ALOGPS
pKa (Strongest Acidic)2.57ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity19.69 m³·mol⁻¹ChemAxon
Polarizability8.17 ųChemAxon
Number of Rings0ChemAxon
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]+120.77931661259
DarkChem[M-H]-113.03131661259
AllCCS[M+H]+126.332859911
AllCCS[M-H]-119.45632859911
DeepCCS[M+H]+125.61730932474
DeepCCS[M-H]-122.81930932474
DeepCCS[M-2H]-159.18930932474
DeepCCS[M+Na]+133.74830932474
AllCCS[M+H]+126.332859911
AllCCS[M+H-H2O]+122.032859911
AllCCS[M+NH4]+130.332859911
AllCCS[M+Na]+131.532859911
AllCCS[M-H]-119.532859911
AllCCS[M+Na-2H]-123.332859911
AllCCS[M+HCOO]-127.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.43 minutes32390414
Predicted by Siyang on May 30, 20229.2255 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.58 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid213.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid793.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid368.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid77.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid261.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid92.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid273.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid281.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)599.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid606.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid60.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid831.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid233.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid291.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate711.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA313.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water342.5 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Hydroxypyruvic acidOCC(=O)C(O)=O1771.3Standard polar33892256
Hydroxypyruvic acidOCC(=O)C(O)=O1448.8Standard non polar33892256
Hydroxypyruvic acidOCC(=O)C(O)=O951.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hydroxypyruvic acid,1TMS,isomer #1C[Si](C)(C)OCC(=O)C(=O)O1143.6Semi standard non polar33892256
Hydroxypyruvic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CO1064.0Semi standard non polar33892256
Hydroxypyruvic acid,1TMS,isomer #3C[Si](C)(C)OC(=CO)C(=O)O1201.0Semi standard non polar33892256
Hydroxypyruvic acid,2TMS,isomer #1C[Si](C)(C)OCC(=O)C(=O)O[Si](C)(C)C1292.9Semi standard non polar33892256
Hydroxypyruvic acid,2TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)C(=O)O1315.1Semi standard non polar33892256
Hydroxypyruvic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)C(=CO)O[Si](C)(C)C1228.3Semi standard non polar33892256
Hydroxypyruvic acid,3TMS,isomer #1C[Si](C)(C)OC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1396.4Semi standard non polar33892256
Hydroxypyruvic acid,3TMS,isomer #1C[Si](C)(C)OC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1305.1Standard non polar33892256
Hydroxypyruvic acid,3TMS,isomer #1C[Si](C)(C)OC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1352.9Standard polar33892256
Hydroxypyruvic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)C(=O)O1418.9Semi standard non polar33892256
Hydroxypyruvic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CO1334.7Semi standard non polar33892256
Hydroxypyruvic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CO)C(=O)O1434.3Semi standard non polar33892256
Hydroxypyruvic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)C(=O)O[Si](C)(C)C(C)(C)C1710.0Semi standard non polar33892256
Hydroxypyruvic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C(=O)O1788.5Semi standard non polar33892256
Hydroxypyruvic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(=CO)O[Si](C)(C)C(C)(C)C1730.1Semi standard non polar33892256
Hydroxypyruvic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1999.0Semi standard non polar33892256
Hydroxypyruvic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1886.9Standard non polar33892256
Hydroxypyruvic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1784.9Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Mitochondria
  • Peroxisome
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified10.8 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDDB02951
Phenol Explorer Compound IDNot Available
FooDB IDFDB030913
KNApSAcK IDC00007563
Chemspider ID939
KEGG Compound IDC00168
BioCyc IDOH-PYR
BiGG ID34120
Wikipedia LinkHydroxypyruvic_acid
METLIN ID482
PubChem Compound964
PDB IDNot Available
ChEBI ID30841
Food Biomarker OntologyNot Available
VMH IDHPYR
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBehal, Francis J. Hydroxypyruvic acid formation in Aspergillus niger. Archives of Biochemistry and Biophysics (1960), 88 110-12.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Kolvraa S, Rasmussen K, Brandt NJ: D-glyceric acidemia: biohcemical studies of a new syndrome. Pediatr Res. 1976 Oct;10(10):825-30. [PubMed:972784 ]

Enzymes

Enzyme Details
1. Glyoxylate reductase/hydroxypyruvate reductase
General function:
Involved in oxidoreductase activity, acting on the CH-OH group of donors, NAD or NADP as acceptor
Specific function:
Enzyme with hydroxy-pyruvate reductase, glyoxylate reductase and D-glycerate dehydrogenase enzymatic activities. Reduces hydroxypyruvate to D-glycerate, glyoxylate to glycolate oxidizes D-glycerate to hydroxypyruvate.
Gene Name:
GRHPR
Uniprot ID:
Q9UBQ7
Molecular weight:
35667.875
Reactions
Glyceric acid + NAD(P)(+) → Hydroxypyruvic acid + NAD(P)Hdetails
Glyceric acid + NAD → Hydroxypyruvic acid + NADH + Hydrogen Iondetails
Glyceric acid + NADP → Hydroxypyruvic acid + NADPH + Hydrogen Iondetails
Enzyme Details
2. Serine--pyruvate aminotransferase
General function:
Involved in metabolic process
Specific function:
Not Available
Gene Name:
AGXT
Uniprot ID:
P21549
Molecular weight:
43009.535
Reactions
Serine + Pyruvic acid → Hydroxypyruvic acid + L-Alaninedetails
Serine + Glyoxylic acid → Hydroxypyruvic acid + Glycinedetails
Enzyme Details
3. Putative hydroxypyruvate isomerase
General function:
Carbohydrate transport and metabolism
Specific function:
Catalyzes the reversible isomerization between hydroxypyruvate and 2-hydroxy-3-oxopropanoate (also termed tartronate semialdehyde) (By similarity).
Gene Name:
HYI
Uniprot ID:
Q5T013
Molecular weight:
30405.4
Reactions
Hydroxypyruvic acid → Tartronate semialdehydedetails