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Chebulic acid

PubChem CID: 71308174

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Compound Synonyms Chebulic acid, 23725-05-5, (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl]butanedioic acid, (2S)-2-[(3S)-3,4-Dihydro-3alpha-carboxy-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4beta-yl]butanedioic acid, (S)-2-((3S,4S)-3-Carboxy-5,6,7-trihydroxy-1-oxoisochroman-4-yl)succinic acid, Chebulate, (2S)-2-((3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl)butanedioic acid, CHEMBL4129076, HY-N4170, AKOS040760120, (2S)-[(3S,4S)-3-CARBOXY-3,4-DIHYDRO-5,6,7-TRIHYDROXY-1-OXO-1H-2-BENZOPYRAN-4-YL]BUTANEDIOIC ACID, DA-51825, MS-25570, CS-0032300, Q5089008, 4-ISOCHROMANSUCCINIC ACID, 3-CARBOXY-5,6,7-TRIHYDROXY-1-OXO-, (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-isochroman-4-yl]butanedioic acid, BUTANEDIOIC ACID, ((3S,4S)-3-CARBOXY-3,4-DIHYDRO-5,6,7-TRIHYDROXY-1-OXO-1H-2-BENZOPYRAN-4-YL)-, (2S)-, BUTANEDIOIC ACID, (3-CARBOXY-3,4-DIHYDRO-5,6,7-TRIHYDROXY-1-OXO-1H-2-BENZOPYRAN-4-YL)-, (3S-(3.ALPHA.,4.BETA.(R*)))-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 199.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC2CCCCC12
Deep Smiles OC=O)C[C@@H][C@@H][C@H]OC=O)cc6cO)ccc6)O))O)))))))C=O)O))))C=O)O
Heavy Atom Count 25.0
Classyfire Class Benzene and substituted derivatives
Scaffold Graph Node Level OC1OCCC2CCCCC21
Classyfire Subclass Benzoic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 587.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Uniprot Id n.a.
Iupac Name (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl]butanedioic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Benzenoids
Xlogp -0.8
Gsk 4 400 Rule True
Molecular Formula C14H12O11
Scaffold Graph Node Bond Level O=C1OCCc2ccccc21
Prediction Swissadme 0.0
Inchi Key COZMWVAACFYLBI-XJEVXTIOSA-N
Silicos It Class Soluble
Fcsp3 0.2857142857142857
Logs -1.185
Rotatable Bond Count 5.0
Logd 0.175
Synonyms chebulic acid, chebulic-acid
Esol Class Very soluble
Functional Groups CC(=O)O, cC(=O)OC, cO
Compound Name Chebulic acid
Prediction Hob Swissadme 0.0
Exact Mass 356.038
Formal Charge 0.0
Monoisotopic Mass 356.038
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 356.24
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.3859818000000002
Inchi InChI=1S/C14H12O11/c15-5-1-4-7(10(19)9(5)18)8(3(12(20)21)2-6(16)17)11(13(22)23)25-14(4)24/h1,3,8,11,15,18-19H,2H2,(H,16,17)(H,20,21)(H,22,23)/t3-,8-,11-/m0/s1
Smiles C1=C2C(=C(C(=C1O)O)O)[C@@H]([C@H](OC2=O)C(=O)O)[C@H](CC(=O)O)C(=O)O
Nring 2.0
Defined Bond Stereocenter Count 0.0
Egan Rule False

  • 1. Outgoing r'ship FOUND_IN to/from Anogeissus Latifolia (Plant) Rel Props:Reference:ISBN:9788172360818
  • 2. Outgoing r'ship FOUND_IN to/from Caesalpinia Coriaria (Plant) Rel Props:Reference:ISBN:9788172363178
  • 3. Outgoing r'ship FOUND_IN to/from Phyllanthus Emblica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Terminalia Bellirica (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 5. Outgoing r'ship FOUND_IN to/from Terminalia Chebula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all