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Showing metabocard for Oxalosuccinic acid (HMDB0003974)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-08-13 08:19:32 UTC
Update Date2023-02-21 17:16:51 UTC
HMDB IDHMDB0003974
Secondary Accession Numbers
  • HMDB03974
Metabolite Identification
Common NameOxalosuccinic acid
Description(S)-oxalosuccinic acid, also known as 2-oxalosuccinate, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups (S)-oxalosuccinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1676999811
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003974 (Oxalosuccinic acid)


  Mrv1652309152004242D          

 13 12  0  0  0  0            999 V2000
 9996.3443 9996.3747    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.6300 9995.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0589 9995.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3443 9997.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9158 9996.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6300 9995.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7746 9996.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0589 9997.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6300 9997.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2015 9995.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9158 9997.1997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4883 9995.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7746 9997.1997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  7 12  1  0  0  0  0
  7 13  2  0  0  0  0
M  END
Download

3D MOL for HMDB0003974 (Oxalosuccinic acid)

HMDB0003974
     RDKit          3D
Oxalosuccinic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
   -1.8089   -1.8629   -0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -0.7835    0.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351   -0.1543    0.0330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -0.1898    1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    0.3882    0.5829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2075    1.4329   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407    1.6825   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456    2.2102   -1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -0.6474    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7259   -1.8481    0.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3420   -0.3909   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7511    0.7730   -0.6983 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1138   -1.4331   -1.0046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9659   -0.5627   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5336    0.6322    1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023   -0.9486    1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    0.9227    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4031    2.4754   -2.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9966   -1.6958   -0.6021 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  1
  8 18  1  0
 13 19  1  0
M  END
Download

3D SDF for HMDB0003974 (Oxalosuccinic acid)


  Mrv1652309152004242D          

 13 12  0  0  0  0            999 V2000
 9996.3443 9996.3747    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.6300 9995.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0589 9995.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3443 9997.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9158 9996.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6300 9995.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7746 9996.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0589 9997.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6300 9997.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2015 9995.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9158 9997.1997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4883 9995.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7746 9997.1997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  7 12  1  0  0  0  0
  7 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003974

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-/m0/s1

> <INCHI_KEY>
UFSCUAXLTRFIDC-REOHCLBHSA-N

> <FORMULA>
C6H6O7

> <MOLECULAR_WEIGHT>
190.1076

> <EXACT_MASS>
190.011352546

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
14.938126856278444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-oxopropane-1,2,3-tricarboxylic acid

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-0.37458442233333333

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.4363481700589906

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.377884943609863

> <JCHEM_PKA_STRONGEST_BASIC>
-9.959494974326967

> <JCHEM_POLAR_SURFACE_AREA>
128.97

> <JCHEM_REFRACTIVITY>
35.1747

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-oxalosuccinic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0003974 (Oxalosuccinic acid)

HMDB0003974
     RDKit          3D
Oxalosuccinic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
   -1.8089   -1.8629   -0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -0.7835    0.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351   -0.1543    0.0330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -0.1898    1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    0.3882    0.5829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2075    1.4329   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407    1.6825   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456    2.2102   -1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -0.6474    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7259   -1.8481    0.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3420   -0.3909   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7511    0.7730   -0.6983 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1138   -1.4331   -1.0046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9659   -0.5627   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5336    0.6322    1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023   -0.9486    1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    0.9227    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4031    2.4754   -2.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9966   -1.6958   -0.6021 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  1
  8 18  1  0
 13 19  1  0
M  END
Download

PDB for HMDB0003974 (Oxalosuccinic acid)

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  C   UNK     0    8659.8438659.899   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8658.5098659.130   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.1778659.130   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8659.8438661.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8657.1768659.899   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8658.5098657.590   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8662.5138659.899   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8661.1778662.209   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8658.5098662.209   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8655.8438659.130   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8657.1768661.439   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8663.8458659.130   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8662.5138661.439   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10   11                                                  
CONECT    6    2                                                            
CONECT    7    3   12   13                                                  
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    7                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0003974 (Oxalosuccinic acid)

COMPND    HMDB0003974
HETATM    1  O1  UNL     1      -1.809  -1.863  -0.301  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.020  -0.783   0.295  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.235  -0.154   0.033  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.060  -0.190   1.224  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.178   0.388   0.583  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.207   1.433  -0.361  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.441   1.682  -0.519  1.00  0.00           O  
HETATM    8  O4  UNL     1       0.646   2.210  -1.129  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.080  -0.647   0.082  1.00  0.00           C  
HETATM   10  O5  UNL     1       0.726  -1.848   0.217  1.00  0.00           O  
HETATM   11  C6  UNL     1       2.342  -0.391  -0.552  1.00  0.00           C  
HETATM   12  O6  UNL     1       2.751   0.773  -0.698  1.00  0.00           O  
HETATM   13  O7  UNL     1       3.114  -1.433  -1.005  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.966  -0.563  -0.535  1.00  0.00           H  
HETATM   15  H2  UNL     1      -1.534   0.632   1.816  1.00  0.00           H  
HETATM   16  H3  UNL     1      -0.702  -0.949   1.963  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.738   0.923   1.415  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.403   2.475  -2.073  1.00  0.00           H  
HETATM   19  H6  UNL     1       3.997  -1.696  -0.602  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   15   16
CONECT    5    6    9   17
CONECT    6    7    7    8
CONECT    8   18
CONECT    9   10   10   11
CONECT   11   12   12   13
CONECT   13   19
END
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SMILES for HMDB0003974 (Oxalosuccinic acid)

OC(=O)C[C@H](C(O)=O)C(=O)C(O)=O
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INCHI for HMDB0003974 (Oxalosuccinic acid)

InChI=1S/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-OXALOSUCCINIC ACIDChEBI
2-OXALOSUCCINateGenerator
(S)-OxalosuccinateGenerator
1-Oxo-1,2,3-propanetricarboxylic acidHMDB
OxalosuccinateHMDB
Oxalosuccinic acidHMDB
Chemical FormulaC6H6O7
Average Molecular Weight190.1076
Monoisotopic Molecular Weight190.011352546
IUPAC Name(2S)-1-oxopropane-1,2,3-tricarboxylic acid
Traditional Name(S)-oxalosuccinic acid
CAS Registry Number1948-82-9
SMILES
OC(=O)C[C@H](C(O)=O)C(=O)C(O)=O
InChI Identifier
InChI=1S/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-/m0/s1
InChI KeyUFSCUAXLTRFIDC-REOHCLBHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTricarboxylic acids and derivatives
Direct ParentTricarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
  • Gamma-keto acid
  • Beta-keto acid
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Keto acid
  • 1,3-dicarbonyl compound
  • Alpha-hydroxy ketone
  • Ketone
  • Carboxylic acid
  • Organic oxide
  • Carbonyl group
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
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 Solubility7.47 g/LALOGPS
logP-0.55ALOGPS
logP-0.37ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.38ChemAxon
pKa (Strongest Basic)-10ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area128.97 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.17 m³·mol⁻¹ChemAxon
Polarizability14.94 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
DeepCCS[M+H]+135.39730932474
DeepCCS[M-H]-133.00230932474
DeepCCS[M-2H]-168.09530932474
DeepCCS[M+Na]+143.08930932474
AllCCS[M+H]+140.432859911
AllCCS[M+H-H2O]+136.632859911
AllCCS[M+NH4]+143.932859911
AllCCS[M+Na]+144.932859911
AllCCS[M-H]-131.632859911
AllCCS[M+Na-2H]-132.732859911
AllCCS[M+HCOO]-134.032859911

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, 2022.2.34 minutes32390414
Predicted by Siyang on May 30, 202210.0006 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20226.24 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid273.5 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid838.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid334.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid52.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid189.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid78.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid266.7 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 Acid275.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)671.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid619.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid76.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid899.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid215.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid230.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate777.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA265.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water473.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Oxalosuccinic acidOC(=O)C[C@H](C(O)=O)C(=O)C(O)=O2602.3Standard polar33892256
Oxalosuccinic acidOC(=O)C[C@H](C(O)=O)C(=O)C(O)=O1319.4Standard non polar33892256
Oxalosuccinic acidOC(=O)C[C@H](C(O)=O)C(=O)C(O)=O1742.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Oxalosuccinic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](C(=O)O)C(=O)C(=O)O1615.9Semi standard non polar33892256
Oxalosuccinic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](CC(=O)O)C(=O)C(=O)O1582.0Semi standard non polar33892256
Oxalosuccinic acid,1TMS,isomer #3C[Si](C)(C)OC(=O)C(=O)[C@H](CC(=O)O)C(=O)O1587.0Semi standard non polar33892256
Oxalosuccinic acid,1TMS,isomer #4C[Si](C)(C)OC(C(=O)O)=C(CC(=O)O)C(=O)O1698.9Semi standard non polar33892256
Oxalosuccinic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)C(=O)C(=O)O1701.3Semi standard non polar33892256
Oxalosuccinic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)C[C@H](C(=O)O)C(=O)C(=O)O[Si](C)(C)C1670.5Semi standard non polar33892256
Oxalosuccinic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)CC(C(=O)O)=C(O[Si](C)(C)C)C(=O)O1791.8Semi standard non polar33892256
Oxalosuccinic acid,2TMS,isomer #4C[Si](C)(C)OC(=O)C(=O)[C@H](CC(=O)O)C(=O)O[Si](C)(C)C1656.9Semi standard non polar33892256
Oxalosuccinic acid,2TMS,isomer #5C[Si](C)(C)OC(=O)C(CC(=O)O)=C(O[Si](C)(C)C)C(=O)O1735.9Semi standard non polar33892256
Oxalosuccinic acid,2TMS,isomer #6C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(CC(=O)O)C(=O)O1738.0Semi standard non polar33892256
Oxalosuccinic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)C(=O)C(=O)O[Si](C)(C)C1793.6Semi standard non polar33892256
Oxalosuccinic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O1833.9Semi standard non polar33892256
Oxalosuccinic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CC(C(=O)O)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1816.2Semi standard non polar33892256
Oxalosuccinic acid,3TMS,isomer #4C[Si](C)(C)OC(=O)C(CC(=O)O)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1804.7Semi standard non polar33892256
Oxalosuccinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1873.5Semi standard non polar33892256
Oxalosuccinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1836.4Standard non polar33892256
Oxalosuccinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1912.0Standard polar33892256
Oxalosuccinic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)C(=O)C(=O)O1887.3Semi standard non polar33892256
Oxalosuccinic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)O)C(=O)C(=O)O1844.9Semi standard non polar33892256
Oxalosuccinic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(=O)[C@H](CC(=O)O)C(=O)O1853.8Semi standard non polar33892256
Oxalosuccinic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(C(=O)O)=C(CC(=O)O)C(=O)O1966.3Semi standard non polar33892256
Oxalosuccinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O2182.1Semi standard non polar33892256
Oxalosuccinic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)C(=O)C(=O)O[Si](C)(C)C(C)(C)C2141.0Semi standard non polar33892256
Oxalosuccinic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)=C(O[Si](C)(C)C(C)(C)C)C(=O)O2265.2Semi standard non polar33892256
Oxalosuccinic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(=O)[C@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2126.8Semi standard non polar33892256
Oxalosuccinic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C(=O)O2198.4Semi standard non polar33892256
Oxalosuccinic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)C(O[Si](C)(C)C(C)(C)C)=C(CC(=O)O)C(=O)O2209.9Semi standard non polar33892256
Oxalosuccinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O[Si](C)(C)C(C)(C)C2440.5Semi standard non polar33892256
Oxalosuccinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)O2473.3Semi standard non polar33892256
Oxalosuccinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2477.9Semi standard non polar33892256
Oxalosuccinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2443.8Semi standard non polar33892256
Oxalosuccinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2680.9Semi standard non polar33892256
Oxalosuccinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2600.1Standard non polar33892256
Oxalosuccinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2475.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Oxalosuccinic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-6900000000-05e6953cf97abc6dd6742017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Oxalosuccinic acid 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 - Oxalosuccinic acid 10V, Positive-QTOFsplash10-0095-0900000000-7e59d1df8b3c23391b742017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 20V, Positive-QTOFsplash10-0092-6900000000-5f5d2cd185d08e13c9502017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 40V, Positive-QTOFsplash10-006t-9400000000-8f63cf7f954d853724e42017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 10V, Negative-QTOFsplash10-000b-0900000000-ae22625fc1627bd711be2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 20V, Negative-QTOFsplash10-0002-4900000000-a80b78caa72c122aab742017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 40V, Negative-QTOFsplash10-00dj-9200000000-21b5b2295a5061ba60b32017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 10V, Negative-QTOFsplash10-0f6t-3900000000-654a5517d3a1a65425e32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 20V, Negative-QTOFsplash10-0f6t-7900000000-7b0190686602c20ebac62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 40V, Negative-QTOFsplash10-0fk9-9500000000-e5f05497c77c1ef44cf02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 10V, Positive-QTOFsplash10-0fi0-0900000000-de098f1139c0f6fbd19d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 20V, Positive-QTOFsplash10-0092-9800000000-03bc5902024a449a2d182021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalosuccinic acid 40V, Positive-QTOFsplash10-00di-9000000000-ef352a8e83bf22a4b1242021-09-22Wishart 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

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
  • Cytoplasm (predicted from logP)
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 IDDB02190
Phenol Explorer Compound IDNot Available
FooDB IDFDB031076
KNApSAcK IDNot Available
Chemspider ID4593408
KEGG Compound IDC05379
BioCyc IDOXALO-SUCCINATE
BiGG IDNot Available
Wikipedia LinkOxalosuccinic_acid
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID44712
Food Biomarker OntologyNot Available
VMH IDHC01434
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceTakeda, Isao; Iguchi, Takashi. Fermentative production of oxalosuccinic acid from hydrocarbons. Jpn. Tokkyo Koho (1972), 3 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. HUELSMANN WC: SYNTHESIS OF MALONYL-COENZYME A FROM ACETYL-COENZYME A AND OXALOSUCCINATE IN MITOCHONDRIA. Biochim Biophys Acta. 1963 Nov 8;77:502-3. [PubMed:14089428 ]
  2. OCHOA S: Biosynthesis of tricarboxylic acids by carbon dioxide fixation; the preparation and properties of oxalosuccinic acid. J Biol Chem. 1948 May;174(1):115-22. [PubMed:18914069 ]

Enzymes

Enzyme Details
1. Isocitrate dehydrogenase [NADP], mitochondrial
General function:
Involved in magnesium ion binding
Specific function:
Plays a role in intermediary metabolism and energy production. It may tightly associate or interact with the pyruvate dehydrogenase complex.
Gene Name:
IDH2
Uniprot ID:
P48735
Molecular weight:
50908.915
Reactions
Oxalosuccinic acid → Oxoglutaric acid + Carbon dioxidedetails
Isocitric acid + NADP → Oxalosuccinic acid + NADPH + Hydrogen Iondetails
Enzyme Details
2. Isocitrate dehydrogenase [NADP] cytoplasmic
General function:
Involved in magnesium ion binding
Specific function:
Not Available
Gene Name:
IDH1
Uniprot ID:
O75874
Molecular weight:
46659.005
Reactions
Oxalosuccinic acid → Oxoglutaric acid + Carbon dioxidedetails
Isocitric acid + NADP → Oxalosuccinic acid + NADPH + Hydrogen Iondetails