Back to Compounds

(1R,2S)-Isocitric acid (PC000540)

Record Information
Version1.0
Creation date2015-10-09 22:31:16 UTC
Update date2017-01-19 02:36:27 UTC
FoodComEx IDPC000540
FoodDB RecordFDB012771
Chemical Information
Name(1R,2S)-Isocitric acid
DescriptionD-threo-Isocitric acid, also known as isocitrate or isocitrIC ACID, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. D-threo-Isocitric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). D-threo-Isocitric acid exists in all living species, ranging from bacteria to humans. Outside of the human body, D-threo-Isocitric acid has been detected, but not quantified in, several different foods, such as rubus (blackberry, raspberry), fruits, citrus, green beans, and common beans. This could make D-threo-isocitric acid a potential biomarker for the consumption of these foods. The D-threo-diastereomer of isocitric acid.
CAS Number6061-97-8
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(+)-Isocitric aciddb_source
(+)-threo-Isocitratebiospider
(+)-threo-Isocitric acidbiospider
(1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylatebiospider
(1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylic acidbiospider
(2R,3S)-Isocitratebiospider
(2R,3S)-Isocitric acidmanual
3-Carboxy-2,3-dideoxy-L-threo-pentaric acidHMDB
D-(+)-threo-Isocitric acidbiospider
D-(+)-threo-Isocitric acid(2R,3S)-isocitric acidHMDB
D-threo-Isocitratebiospider
D-threo-Isocitric acidbiospider
DS-threo-isocitrateHMDB
DS-threo-isocitric acidHMDB
ICIHMDB
ICTHMDB
Isocitric acid; (+)-threo-formdb_source
Threo-D-(+)-Isocitratebiospider
Threo-D-(+)-Isocitric acidbiospider
threo-DS(+)-isocitrateHMDB
threo-DS(+)-isocitric acidHMDB
threo-IsocitrateHMDB
Chemical FormulaC6H8O7
IUPAC name(1R,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid
InChI IdentifierInChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1
InChI KeyODBLHEXUDAPZAU-ZAFYKAAXSA-N
Isomeric SMILESO[C@H]([C@H](CC(O)=O)C(O)=O)C(O)=O
Average Molecular Weight192.1235
Monoisotopic Molecular Weight192.02700261
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
  • Beta-hydroxy acid
  • Monosaccharide
  • Hydroxy acid
  • Alpha-hydroxy acid
  • Secondary alcohol
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 105°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 50 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available