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Isocitric acid

PubChem CID: 1198

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Compound Synonyms isocitric acid, isocitrate, 320-77-4, 1-Hydroxypropane-1,2,3-tricarboxylic acid, 3-Carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylic acid, DL-Isocitric acid, 3-carboxy-2,3-dideoxypentaric acid, 1-Hydroxytricarballylic acid, 9RW6G5D4MQ, 1-Hydroxy-1,2,3-propanetricarboxylic acid, CHEBI:30887, I-CIT, D-isocitrate, pentaric acid, 3-carboxy-2,3-dideoxy-, EINECS 206-282-3, 1-hydroxytricarballylate, Isocitric acid (8CI), threo-d(s)-iso-citrate, UNII-9RW6G5D4MQ, SCHEMBL8373, CHEMBL539669, BDBM92496, DTXSID60861871, 3-carboxy-2,3-dideoxy-Pentarate, NSC203797, 3-carboxy-2,3-dideoxy-Pentaric acid, AKOS006227850, 1-Hydroxy-1,2,3-propanetricarboxylate, NSC-203797, 1-Hydroxypropane-1,2,3-tricarboxylicacid, FC167037, DB-005441, HY-113228, CS-0059363, NS00041848, 1,2,3-Propanetricarboxylic acid, 1-hydroxy-, C00311, Pentaric acid, 3-carboxy-2,3-dideoxy- (9CI), Q288927, 3-Carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylate, 91BDE4FE-7872-4F5E-B191-62956199D37C, 3-Carboxy-2,3-dideoxypentaric acid, 1-Hydroxy-1,2,3-propanetricarboxylic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 132.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Np Classifier Class Dicarboxylic acids
Deep Smiles OC=O)CCCC=O)O))O))C=O)O
Heavy Atom Count 13.0
Pathway Kegg Map Id map00020
Classyfire Class Carboxylic acids and derivatives
Description The citrate oxidation to isocitrate is catalyzed by the enzyme aconitase. Human prostatic secretion is remarkably rich in citric acid and low aconitase activity will therefore play a significant role in enabling accumulation of high citrate levels (PubMed ID 8115279) [HMDB]. Isocitric acid is found in many foods, some of which are wild carrot, redcurrant, carrot, and soursop.
Classyfire Subclass Tricarboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 233.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Enzyme Uniprot Id Q99798
Uniprot Id Q99798, P21399, P48735, O43837, O75874, P50213, P51553, P00808, Q9GZT9
Iupac Name 1-hydroxypropane-1,2,3-tricarboxylic acid
Prediction Hob 0.0
Class Carboxylic acids and derivatives
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp -1.8
Superclass Organic acids and derivatives
Subclass Tricarboxylic acids and derivatives
Gsk 4 400 Rule True
Molecular Formula C6H8O7
Prediction Swissadme 0.0
Inchi Key ODBLHEXUDAPZAU-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.5
Logs -0.132
Rotatable Bond Count 5.0
State Solid
Logd -0.764
Synonyms 1-Hydroxy-1,2,3-propanetricarboxylate, 1-Hydroxy-1,2,3-propanetricarboxylic acid, 1-Hydroxypropane-1,2,3-tricarboxylate, 1-Hydroxypropane-1,2,3-tricarboxylic acid, 1-Hydroxytricarballylate, 1-Hydroxytricarballylic acid, 3-Carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylate, 3-Carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylic acid, 3-Carboxy-2,3-dideoxy-pentarate, 3-Carboxy-2,3-dideoxy-pentaric acid, 3-Carboxy-3,4-dideoxypentaric acid, 9CI, D-Isocitrate, I-cit, Isocitrate, threo-D(S)-Iso-citrate, threo-Ds-isocitrate, Threo-D(S)-iso-citrate, Threo-DS-isocitrate, Isocitric acid, sodium salt, Isocitric acid, trisodium salt, Isocitric acid, disodium salt, Isocitric acid, (11)C-labeled, Isocitric acid, calcium salt, Isocitric acid, potassium salt, isocitric, isocitric acid, isocitric-acid
Substituent Name Tricarboxylic acid or derivatives, Beta-hydroxy acid, Monosaccharide, Hydroxy acid, Alpha-hydroxy acid, Secondary alcohol, Carboxylic acid, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic acyclic compound
Esol Class Highly soluble
Functional Groups CC(=O)O, CO
Compound Name Isocitric acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 192.027
Formal Charge 0.0
Monoisotopic Mass 192.027
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 192.12
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Lipinski Rule Of 5 True
Esol 0.4328374000000001
Inchi InChI=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)
Smiles C(C(C(C(=O)O)O)C(=O)O)C(=O)O
Nring 0.0
Np Classifier Biosynthetic Pathway Fatty acids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Tricarboxylic acids and derivatives
Np Classifier Superclass Fatty Acids and Conjugates

  • 1. Outgoing r'ship FOUND_IN to/from Actinidia Deliciosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Annona Muricata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Apium Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Bryophyllum Pinnatum (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 5. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/3811599
  • 6. Outgoing r'ship FOUND_IN to/from Chlamydomonas Reinhardtii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Daucus Carota (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Echeveria Secunda (Plant) Rel Props:Reference:ISBN:9788172360481
  • 9. Outgoing r'ship FOUND_IN to/from Eleusine Coracana (Plant) Rel Props:Reference:ISBN:9788172362300
  • 10. Outgoing r'ship FOUND_IN to/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Ribes Rubrum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Reference:ISBN:9788172361150