(2S,3S)-2-methylcitrate (PAMDB120501)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120501
Identification
Name: (2S,3S)-2-methylcitrate
Description:Trianion arising from deprotonation of all three carboxylic acid groups of (2S,3S)-2-methylcitric acid.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (1S,2S)-2-hydroxy-1-methylpropane-1,2,3-tricarboxylate
  • (2S,3S)-2-methylcitrate
Chemical Formula: C7H7O7
Average Molecular Weight: 203.128
Monoisotopic Molecular Weight: 206.04265
InChI Key: YNOXCRMFGMSKIJ-WVBDSBKLSA-K
InChI:InChI=1S/C7H10O7/c1-3(5(10)11)7(14,6(12)13)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-3/t3-,7-/m1/s1
CAS number: Not Available
IUPAC Name:(2S,3S)-2-hydroxybutane-1,2,3-tricarboxylate
Traditional IUPAC Name: Not Available
SMILES:CC(C(=O)[O-])C(O)(CC(=O)[O-])C(=O)[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassTricarboxylic acids and derivatives
Direct Parent Tricarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
  • Tertiary alcohol
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Organic anion
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
  • tricarboxylic acid trianion (CHEBI:15598)
  • a small molecule (CPD-622)
Physical Properties
State: Not Available
Charge:-3
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight203.126 g/molPubChem
XLogP3-AA0.5 PubChem
Hydrogen Bond Donor Count1 PubChem
Hydrogen Bond Acceptor Count7 PubChem
Rotatable Bond Count2 PubChem
Exact Mass203.019 g/molPubChem
Monoisotopic Mass203.019 g/molPubChem
Topological Polar Surface Area141 A^2PubChem
Heavy Atom Count14 PubChem
Formal Charge-3 PubChem
Complexity255 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count2 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
(2S,3S)-2-methylcitrate → cis-2-methylaconitate + Water
oxaloacetate + Water + propanoyl-CoA → Hydrogen ion + (2S,3S)-2-methylcitrate + coenzyme A
Pathways:
Spectra
Spectra: Not Available
References
References:
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI58853
BIGG39369
PUBCHEM46878460