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1,3,5-Tricaffeoylquinic acid

PubChem CID: 10190081

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Compound Synonyms 1,3,5-Tricaffeoylquinic acid, 1073897-80-9, MEGxp0_000867, (3R,5R)-1,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxycyclohexane-1-carboxylic acid, ACon1_000506, CHEBI:232586, HY-N6926, AKOS040732222, NCGC00169014-01, DA-49014, PD125006, CS-0027713
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 258.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CC(CC(C)CCC2CCCCC2)CC(CC(C)CCC2CCCCC2)C1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles O=CO[C@@H]CCOC=O)/C=C/cccccc6)O))O)))))))))C[C@H]C6O))OC=O)/C=C/cccccc6)O))O)))))))))))C=O)O))))))/C=C/cccccc6)O))O
Heavy Atom Count 49.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CC(OC(O)CCC2CCCCC2)CC(OC(O)CCC2CCCCC2)C1
Classyfire Subclass Alcohols and polyols
Isotope Atom Count 0.0
Molecular Complexity 1200.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (3R,5R)-1,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxycyclohexane-1-carboxylic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp 3.5
Gsk 4 400 Rule False
Molecular Formula C34H30O15
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CC(OC(=O)C=Cc2ccccc2)CC(OC(=O)C=Cc2ccccc2)C1
Prediction Swissadme 0.0
Inchi Key MSKVJEAKVWAQTA-JFPZSYFPSA-N
Silicos It Class Soluble
Fcsp3 0.1764705882352941
Logs -2.786
Rotatable Bond Count 13.0
Logd 1.655
Synonyms 1,3,5-tri-o-caffeoylquinic acid
Esol Class Moderately soluble
Functional Groups CC(=O)O, CO, c/C=C/C(=O)OC, cO
Compound Name 1,3,5-Tricaffeoylquinic acid
Prediction Hob Swissadme 0.0
Exact Mass 678.158
Formal Charge 0.0
Monoisotopic Mass 678.158
Hydrogen Bond Acceptor Count 15.0
Molecular Weight 678.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 3.0
Lipinski Rule Of 5 False
Esol -5.64725053469388
Inchi InChI=1S/C34H30O15/c35-21-7-1-18(13-24(21)38)4-10-29(41)47-27-16-34(33(45)46,49-31(43)12-6-20-3-9-23(37)26(40)15-20)17-28(32(27)44)48-30(42)11-5-19-2-8-22(36)25(39)14-19/h1-15,27-28,32,35-40,44H,16-17H2,(H,45,46)/b10-4+,11-5+,12-6+/t27-,28-,32?,34?/m1/s1
Smiles C1C(C[C@H](C([C@@H]1OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)(OC(=O)/C=C/C4=CC(=C(C=C4)O)O)C(=O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 3.0
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;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Erigeron Breviscapus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Xanthium Strumarium (Plant) Rel Props:Reference:ISBN:9788172361792