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(1S,3R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxy-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid

PubChem CID: 5315604

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 210.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCCCC1CC(C)CCC1CCCCC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles COccc/C=C/C=O)OCCO)C[C@@]C[C@H]6OC=O)/C=C/cccccc6)O))O)))))))))))O)C=O)O))))))))))ccc6O))OC
Heavy Atom Count 40.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCCCC1OC(O)CCC1CCCCC1
Classyfire Subclass Alcohols and polyols
Isotope Atom Count 0.0
Molecular Complexity 937.0
Database Name cmaup_ingredients;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (1S,3R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxy-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp 1.8
Gsk 4 400 Rule False
Molecular Formula C27H28O13
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCCCC1OC(=O)C=Cc1ccccc1
Prediction Swissadme 0.0
Inchi Key BEDSGEULUAVXQH-QLTBITECSA-N
Silicos It Class Soluble
Fcsp3 0.2962962962962963
Rotatable Bond Count 11.0
Synonyms 3-o-caffeoyl-4-o-sinapoylquinic acid
Esol Class Soluble
Functional Groups CC(=O)O, CO, c/C=C/C(=O)OC, cO, cOC
Compound Name (1S,3R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxy-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
Prediction Hob Swissadme 0.0
Exact Mass 560.153
Formal Charge 0.0
Monoisotopic Mass 560.153
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 560.5
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 -3.9577496000000028
Inchi InChI=1S/C27H28O13/c1-37-19-10-15(11-20(38-2)24(19)33)5-8-23(32)40-25-18(30)12-27(36,26(34)35)13-21(25)39-22(31)7-4-14-3-6-16(28)17(29)9-14/h3-11,18,21,25,28-30,33,36H,12-13H2,1-2H3,(H,34,35)/b7-4+,8-5+/t18?,21-,25?,27+/m1/s1
Smiles COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC2[C@@H](C[C@@](CC2O)(C(=O)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O
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 Gardenia Jasminoides (Plant) Rel Props:Source_db:cmaup_ingredients