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CID 24720973

PubChem CID: 24720973

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Compound Synonyms Cynarin, (1S,3S,4R,5S)-3-[(Z)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy-1-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxycyclohexane-1-carboxylic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 211.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCCC(CC(C)CCC2CCCCC2)C1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles O=CO[C@H]C[C@@]OC=O)/C=C/cccccc6)O))O)))))))))C[C@@H][C@H]6O))O)))C=O)O))))))/C=Ccccccc6)O))O
Heavy Atom Count 37.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCCC(OC(O)CCC2CCCCC2)C1
Classyfire Subclass Alcohols and polyols
Isotope Atom Count 0.0
Molecular Complexity 887.0
Database Name cmaup_ingredients;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (1S,3S,4R,5S)-3-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxycyclohexane-1-carboxylic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp 1.5
Gsk 4 400 Rule False
Molecular Formula C25H24O12
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCCC(OC(=O)C=Cc2ccccc2)C1
Prediction Swissadme 0.0
Inchi Key YDDUMTOHNYZQPO-CZWHYVATSA-N
Silicos It Class Soluble
Fcsp3 0.24
Logs -2.284
Rotatable Bond Count 9.0
Logd 0.467
Synonyms cynarin
Esol Class Soluble
Functional Groups CC(=O)O, CO, c/C=C/C(=O)OC, c/C=CC(=O)OC, cO
Compound Name CID 24720973
Prediction Hob Swissadme 0.0
Exact Mass 516.127
Formal Charge 0.0
Monoisotopic Mass 516.127
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 516.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 False
Esol -3.645621000000002
Inchi InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3-,8-4+/t19-,20-,23+,25-/m0/s1
Smiles C1[C@@H]([C@H]([C@H](C[C@@]1(C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)OC(=O)/C=C\C3=CC(=C(C=C3)O)O)O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 2.0
Egan Rule False
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Arctium Lappa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Chrysanthemum Indicum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Cichorium Glandulosum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Cichorium Intybus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Cynara Scolymus (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/23421076
  • 6. Outgoing r'ship FOUND_IN to/from Echinacea Angustifolia (Plant) Rel Props:Reference:ISBN:9780896038776
  • 7. Outgoing r'ship FOUND_IN to/from Erigeron Bonariensis (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042138
  • 8. Outgoing r'ship FOUND_IN to/from Erigeron Breviscapus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Saussurea Involucrata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 10. Outgoing r'ship FOUND_IN to/from Xanthium Sibiricum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 11. Outgoing r'ship FOUND_IN to/from Xanthium Strumarium (Plant) Rel Props:Source_db:cmaup_ingredients