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Showing metabocard for D-4-Hydroxy-2-oxoglutarate (HMDB0060466)

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enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 01:22:50 UTC
Update Date2022-03-07 03:17:45 UTC
HMDB IDHMDB0060466
Secondary Accession Numbers
  • HMDB60466
Metabolite Identification
Common NameD-4-Hydroxy-2-oxoglutarate
DescriptionD-4-Hydroxy-2-oxoglutarate, also known as D-4-hydroxy-2-ketoglutaric acid, belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. D-4-Hydroxy-2-oxoglutarate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-4-Hydroxy-2-oxoglutarate exists in all living organisms, ranging from bacteria to humans. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.
Structure
Data?1563866064
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)


  Mrv0541 08131209292D          

 12 11  0  0  0  0            999 V2000
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  1  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  5  2  0  0  0  0
  2 12  1  1  0  0  0
M  END
Download

3D MOL for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)

HMDB0060466
     RDKit          3D
D-4-Hydroxy-2-oxoglutarate
 17 16  0  0  0  0  0  0  0  0999 V2000
    1.8865   -1.2576   -1.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271   -0.5827   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567   -0.2117   -0.2173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -0.1884    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8507    0.4828    1.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0025   -0.5702    0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725    0.5829    0.1818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4798    0.9717   -1.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498    0.0745    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -0.3347    1.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294    0.0522   -1.0572 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017    0.7018   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3918   -0.9257    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -1.4096   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7655    1.4684    0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599    1.8476   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088   -0.7013   -1.3820 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
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  3 12  1  0
  6 13  1  0
  6 14  1  0
  7 15  1  1
  8 16  1  0
 11 17  1  0
M  END
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3D SDF for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)


  Mrv0541 08131209292D          

 12 11  0  0  0  0            999 V2000
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  1  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  5  2  0  0  0  0
  2 12  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060466

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(CC(=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/t2-/m1/s1

> <INCHI_KEY>
WXSKVKPSMAHCSG-UWTATZPHSA-N

> <FORMULA>
C5H6O6

> <MOLECULAR_WEIGHT>
162.0975

> <EXACT_MASS>
162.016437924

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
12.943136077944253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-hydroxy-4-oxopentanedioic acid

> <ALOGPS_LOGP>
-1.11

> <JCHEM_LOGP>
-0.8244217603333331

> <ALOGPS_LOGS>
-0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.331193900932068

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.449105918946765

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8864249286801433

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
30.221200000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-4-hydroxy-2-oxoglutaric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)

HMDB0060466
     RDKit          3D
D-4-Hydroxy-2-oxoglutarate
 17 16  0  0  0  0  0  0  0  0999 V2000
    1.8865   -1.2576   -1.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271   -0.5827   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567   -0.2117   -0.2173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -0.1884    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8507    0.4828    1.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0025   -0.5702    0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725    0.5829    0.1818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4798    0.9717   -1.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498    0.0745    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -0.3347    1.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294    0.0522   -1.0572 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017    0.7018   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3918   -0.9257    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -1.4096   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7655    1.4684    0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599    1.8476   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088   -0.7013   -1.3820 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
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  3 12  1  0
  6 13  1  0
  6 14  1  0
  7 15  1  1
  8 16  1  0
 11 17  1  0
M  END
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PDB for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4    6   12                                             
CONECT    3    1    5    7                                                  
CONECT    4    2    8    9                                                  
CONECT    5    3   10   11                                                  
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    2                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)

COMPND    HMDB0060466
HETATM    1  O1  UNL     1       1.887  -1.258  -1.256  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.327  -0.583  -0.294  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.657  -0.212  -0.217  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.414  -0.188   0.755  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.851   0.483   1.720  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.003  -0.570   0.686  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.872   0.583   0.182  1.00  0.00           C  
HETATM    8  O4  UNL     1      -0.480   0.972  -1.080  1.00  0.00           O  
HETATM    9  C5  UNL     1      -2.250   0.074   0.133  1.00  0.00           C  
HETATM   10  O5  UNL     1      -2.798  -0.335   1.170  1.00  0.00           O  
HETATM   11  O6  UNL     1      -2.929   0.052  -1.057  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.902   0.702  -0.547  1.00  0.00           H  
HETATM   13  H2  UNL     1      -0.392  -0.926   1.669  1.00  0.00           H  
HETATM   14  H3  UNL     1      -0.184  -1.410  -0.027  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.765   1.468   0.845  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.860   1.848  -1.299  1.00  0.00           H  
HETATM   17  H6  UNL     1      -3.509  -0.701  -1.382  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5    5    6
CONECT    6    7   13   14
CONECT    7    8    9   15
CONECT    8   16
CONECT    9   10   10   11
CONECT   11   17
END
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SMILES for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)

[H][C@@](O)(CC(=O)C(O)=O)C(O)=O
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INCHI for HMDB0060466 (D-4-Hydroxy-2-oxoglutarate)

InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/t2-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(R)-2-Hydroxy-4-ketopentanedioic acidChEBI
(R)-2-Hydroxy-4-oxopentanedioic acidChEBI
D-4-Hydroxy-2-ketoglutaric acidChEBI
(R)-2-Hydroxy-4-oxopentanedioateKegg
(R)-2-Hydroxy-4-ketopentanedioateGenerator
D-4-Hydroxy-2-ketoglutarateGenerator
D-4-Hydroxy-2-oxoglutaric acidGenerator
Chemical FormulaC5H6O6
Average Molecular Weight162.0975
Monoisotopic Molecular Weight162.016437924
IUPAC Name(2R)-2-hydroxy-4-oxopentanedioic acid
Traditional NameD-4-hydroxy-2-oxoglutaric acid
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CC(=O)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/t2-/m1/s1
InChI KeyWXSKVKPSMAHCSG-UWTATZPHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassGamma-keto acids and derivatives
Direct ParentGamma-keto acids and derivatives
Alternative Parents
Substituents
  • Gamma-keto acid
  • Short-chain keto acid
  • Alpha-hydroxy acid
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Dicarboxylic acid or derivatives
  • Hydroxy acid
  • Alpha-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxide
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
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 Solubility69.8 g/LALOGPS
logP-1.1ALOGPS
logP-0.82ChemAxon
logS-0.37ALOGPS
pKa (Strongest Acidic)2.45ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area111.9 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.22 m³·mol⁻¹ChemAxon
Polarizability12.94 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]+135.59831661259
DarkChem[M-H]-130.93831661259
DeepCCS[M+H]+127.90630932474
DeepCCS[M-H]-125.59530932474
DeepCCS[M-2H]-161.14530932474
DeepCCS[M+Na]+135.60430932474
AllCCS[M+H]+136.032859911
AllCCS[M+H-H2O]+132.032859911
AllCCS[M+NH4]+139.632859911
AllCCS[M+Na]+140.732859911
AllCCS[M-H]-126.632859911
AllCCS[M+Na-2H]-128.332859911
AllCCS[M+HCOO]-130.332859911

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, 2022.1.78 minutes32390414
Predicted by Siyang on May 30, 20229.8878 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20226.11 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid788.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid352.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid51.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid207.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid76.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid267.9 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 Acid272.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)611.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid623.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid67.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid870.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid219.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid253.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate754.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA297.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water438.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-4-Hydroxy-2-oxoglutarate[H][C@@](O)(CC(=O)C(O)=O)C(O)=O2330.5Standard polar33892256
D-4-Hydroxy-2-oxoglutarate[H][C@@](O)(CC(=O)C(O)=O)C(O)=O1284.5Standard non polar33892256
D-4-Hydroxy-2-oxoglutarate[H][C@@](O)(CC(=O)C(O)=O)C(O)=O1484.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-4-Hydroxy-2-oxoglutarate,1TMS,isomer #1C[Si](C)(C)O[C@H](CC(=O)C(=O)O)C(=O)O1489.9Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,1TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)C[C@@H](O)C(=O)O1493.0Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,1TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](O)CC(=O)C(=O)O1494.5Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,1TMS,isomer #4C[Si](C)(C)OC(=C[C@@H](O)C(=O)O)C(=O)O1591.1Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TMS,isomer #1C[Si](C)(C)OC(=O)C(=O)C[C@@H](O[Si](C)(C)C)C(=O)O1584.0Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](CC(=O)C(=O)O)O[Si](C)(C)C1594.7Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TMS,isomer #3C[Si](C)(C)OC(=C[C@@H](O[Si](C)(C)C)C(=O)O)C(=O)O1693.7Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TMS,isomer #4C[Si](C)(C)OC(=O)C(=O)C[C@@H](O)C(=O)O[Si](C)(C)C1574.0Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TMS,isomer #5C[Si](C)(C)OC(=O)C(=C[C@@H](O)C(=O)O)O[Si](C)(C)C1633.4Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TMS,isomer #6C[Si](C)(C)OC(=O)[C@H](O)C=C(O[Si](C)(C)C)C(=O)O1666.9Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TMS,isomer #1C[Si](C)(C)OC(=O)C(=O)C[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C1700.8Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TMS,isomer #2C[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C1713.5Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C1768.0Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TMS,isomer #4C[Si](C)(C)OC(=O)C(=C[C@@H](O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1674.2Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,4TMS,isomer #1C[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1756.7Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,4TMS,isomer #1C[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1707.7Standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,4TMS,isomer #1C[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1693.7Standard polar33892256
D-4-Hydroxy-2-oxoglutarate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H](CC(=O)C(=O)O)C(=O)O1748.1Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@@H](O)C(=O)O1745.9Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)CC(=O)C(=O)O1771.8Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=C[C@@H](O)C(=O)O)C(=O)O1842.2Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O2050.7Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)C(=O)O)O[Si](C)(C)C(C)(C)C2056.9Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O2138.4Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C2045.8Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@@H](O)C(=O)O)O[Si](C)(C)C(C)(C)C2087.7Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O2135.2Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2329.9Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C2361.6Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@@H](C=C(O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C2420.6Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2334.6Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2570.1Semi standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2401.9Standard non polar33892256
D-4-Hydroxy-2-oxoglutarate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2243.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - D-4-Hydroxy-2-oxoglutarate GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9000000000-2c6c794011a817bacec02017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-4-Hydroxy-2-oxoglutarate GC-MS (3 TMS) - 70eV, Positivesplash10-044r-8293000000-95ba160f1f36438fedfd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-4-Hydroxy-2-oxoglutarate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 10V, Positive-QTOFsplash10-01ot-2900000000-fd2a634c0c83321df9f82015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 20V, Positive-QTOFsplash10-002b-6900000000-13f2fbc268a7b1bfe8852015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 40V, Positive-QTOFsplash10-05i4-9100000000-ca03fcf215517c7092452015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 10V, Negative-QTOFsplash10-03di-2900000000-7b0bd810c920b58daa792015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 20V, Negative-QTOFsplash10-00xs-9600000000-6734be382dda3c66592a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 40V, Negative-QTOFsplash10-00dm-9000000000-ff1b08ca89e9629f09122015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 10V, Positive-QTOFsplash10-00kb-6900000000-661f455fd4b6e8da0c822021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 20V, Positive-QTOFsplash10-00dm-9100000000-b9bce861b26dd80013322021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 40V, Positive-QTOFsplash10-0006-9000000000-a0587223ecf12202531f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 10V, Negative-QTOFsplash10-014j-5900000000-30fe0301167b3cea2c0b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 20V, Negative-QTOFsplash10-006t-9000000000-5bbf6f8b15e9a3af889b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-4-Hydroxy-2-oxoglutarate 40V, Negative-QTOFsplash10-0006-9000000000-e7768f77ba36e7e3743b2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID389695
KEGG Compound IDC05946
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440853
PDB IDNot Available
ChEBI ID4083
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details
1. Aspartate aminotransferase, cytoplasmic
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Plays a key role in amino acid metabolism (By similarity).
Gene Name:
GOT1
Uniprot ID:
P17174
Molecular weight:
46247.14
Reactions
4-Hydroxy-L-glutamic acid + Oxoglutaric acid → D-4-Hydroxy-2-oxoglutarate + Glutamic aciddetails
Enzyme Details
2. Aspartate aminotransferase, mitochondrial
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). Plays a key role in amino acid metabolism. Important for metabolite exchange between mitochondria and cytosol. Facilitates cellular uptake of long-chain free fatty acids.
Gene Name:
GOT2
Uniprot ID:
P00505
Molecular weight:
47517.285
Reactions
4-Hydroxy-L-glutamic acid + Oxoglutaric acid → D-4-Hydroxy-2-oxoglutarate + Glutamic aciddetails