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Ethyl brevifolincarboxylate

PubChem CID: 5487248

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Compound Synonyms Ethyl brevifolincarboxylate, 107646-82-2, EBFC, ethyl 7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate, Ethyl 7,8,9-trihydroxy-3,5-dioxo-1,2,3,5-tetrahydrocyclopenta[c]isochromene-1-carboxylate, ethylbrevifolin carboxylate, CHEMBL567077, DTXSID50910387, HEA64682, HY-N9862, AKOS040762900, DA-73221, CS-0204006, E88735, Cyclopenta(c)(2)benzopyran-1-carboxylic acid, 1,2,3,5-tetrahydro-7,8,9-trihydroxy-3,5-dioxo-, ethyl ester, Ethyl 7,8,9-trihydroxy-3,5-dioxo-1,2,3,5-tetrahydrobenzo[d]cyclopenta[b]pyran-1-carboxylate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 130.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C(C)CCC2C2CCCCC12
Np Classifier Class Isocoumarins
Deep Smiles CCOC=O)CCC=O)cc5ccO)cO)ccc6c=O)o%10))))O
Heavy Atom Count 23.0
Classyfire Class Isocoumarins and derivatives
Description Ethyl brevifolincarboxylate, also known as ebfc, belongs to isocoumarins and derivatives class of compounds. Those are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Ethyl brevifolincarboxylate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Ethyl brevifolincarboxylate can be found in pomegranate, which makes ethyl brevifolincarboxylate a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC1CCC2C3CCCCC3C(O)OC12
Isotope Atom Count 0.0
Molecular Complexity 594.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P52270, P60174, n.a.
Iupac Name ethyl 7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate
Prediction Hob 1.0
Class Isocoumarins and derivatives
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 0.3
Superclass Phenylpropanoids and polyketides
Gsk 4 400 Rule True
Molecular Formula C15H12O8
Scaffold Graph Node Bond Level O=C1CCc2c1oc(=O)c1ccccc21
Prediction Swissadme 0.0
Inchi Key JSEPSLOCPQODTM-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.2666666666666666
Logs -4.063
Rotatable Bond Count 3.0
Logd 0.692
Synonyms EBFC, Ethyl brevifolincarboxylate, Ethyl 7,8,9-trihydroxy-3,5-dioxo-1H,2H,3H,5H-cyclopenta[c]isochromene-1-carboxylic acid, Ethyl brevifolincarboxylic acid, ethyl brevifolincarboxylate
Esol Class Soluble
Functional Groups COC(C)=O, c=O, cC(C)=O, cO, coc
Compound Name Ethyl brevifolincarboxylate
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 320.053
Formal Charge 0.0
Monoisotopic Mass 320.053
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 320.25
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -1.8170077304347827
Inchi InChI=1S/C15H12O8/c1-2-22-14(20)6-4-8(17)13-10(6)9-5(15(21)23-13)3-7(16)11(18)12(9)19/h3,6,16,18-19H,2,4H2,1H3
Smiles CCOC(=O)C1CC(=O)C2=C1C3=C(C(=C(C=C3C(=O)O2)O)O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Isocoumarins and derivatives
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Geranium Sibiricum (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042138
  • 2. Outgoing r'ship FOUND_IN to/from Punica Granatum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Ricinus Communis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all