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Brevifolincarboxylic acid

PubChem CID: 9838995

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Compound Synonyms Brevifolincarboxylic acid, 18490-95-4, BREVIFOLINCARBOXYLICACID, 7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylic acid, Brevifolin carboxylic acid, 7,8,9-Trihydroxy-3,5-dioxo-1,2,3,5-tetrahydrocyclopenta[c]isochromene-1-carboxylic acid, Brevifolincarboxylic acid?, SCHEMBL1499932, CHEMBL5278759, HY-N4095R, JFJWMFPFMLRLMI-UHFFFAOYSA-, CHEBI:228853, HY-N4095, Brevifolincarboxylic acid (Standard), AKOS030631734, DA-71729, FB145213, MS-24170, CS-0032101, F21509, 7,8,9-trihydroxy-3,5-dioxo-1H,2H-cyclopenta[c]isochromene-1-carboxylic acid, InChI=1/C13H8O8/c14-5-2-4-7(10(17)9(5)16)8-3(12(18)19)1-6(15)11(8)21-13(4)20/h2-3,14,16-17H,1H2,(H,18,19)
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 141.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C(C)CCC2C2CCCCC12
Np Classifier Class Isocoumarins
Deep Smiles OC=O)CCC=O)cc5ccO)cO)ccc6c=O)o%10))))O
Heavy Atom Count 21.0
Classyfire Class Isocoumarins and derivatives
Description Brevifolincarboxylic acid belongs to isocoumarins and derivatives class of compounds. Those are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Brevifolincarboxylic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Brevifolincarboxylic acid can be found in pomegranate, which makes brevifolincarboxylic acid a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC1CCC2C3CCCCC3C(O)OC12
Isotope Atom Count 0.0
Molecular Complexity 565.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylic acid
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -0.4
Gsk 4 400 Rule True
Molecular Formula C13H8O8
Scaffold Graph Node Bond Level O=C1CCc2c1oc(=O)c1ccccc21
Prediction Swissadme 0.0
Inchi Key JFJWMFPFMLRLMI-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.1538461538461538
Logs -4.283
Rotatable Bond Count 1.0
Logd 0.331
Synonyms 1,2,3,5-Tetrahydro-7,8,9-trihydroxy-3,5-dioxocyclopenta[c][2]benzopyran-1-carboxylic acid, 9CI, brevifolin carboxylic acid, brevifolin-carboxylic-acid
Esol Class Very soluble
Functional Groups CC(=O)O, c=O, cC(C)=O, cO, coc
Compound Name Brevifolincarboxylic acid
Prediction Hob Swissadme 0.0
Exact Mass 292.022
Formal Charge 0.0
Monoisotopic Mass 292.022
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 292.2
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.3710147523809524
Inchi InChI=1S/C13H8O8/c14-5-2-4-7(10(17)9(5)16)8-3(12(18)19)1-6(15)11(8)21-13(4)20/h2-3,14,16-17H,1H2,(H,18,19)
Smiles C1C(C2=C(C1=O)OC(=O)C3=CC(=C(C(=C32)O)O)O)C(=O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Brassica Oleracea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Erodium Cicutarium (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11837680
  • 3. Outgoing r'ship FOUND_IN to/from Euphorbia Humifusa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Euphorbia Maculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Lagerstroemia Speciosa (Plant) Rel Props:Reference:ISBN:9788172362461
  • 6. Outgoing r'ship FOUND_IN to/from Punica Granatum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Terminalia Catappa (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279