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Cimicifugic acid D

PubChem CID: 11742743

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Compound Synonyms Cimicifugic acid D, D2PCW55V6N, UNII-D2PCW55V6N, 219986-51-3, Butanedioic acid, 3-(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-2-hydroxy-2-((4-hydroxyphenyl)methyl)-, (2R,3S)-, C20H18O10, (2R,3S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid, BUTANEDIOIC ACID, 3-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-2-HYDROXY-2-((4-HYDROXYPHENYL)METHYL)-, (2R,3S)-, CHEMBL1095596, Q27276018
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 182.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCCCC1CCCCC1)CCC1CCCCC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles O=CO[C@@H][C@@]C=O)O))Ccccccc6))O))))))O))C=O)O))))/C=C/cccccc6)O))O
Heavy Atom Count 30.0
Classyfire Class Cinnamic acids and derivatives
Scaffold Graph Node Level OC(CCC1CCCCC1)OCCCC1CCCCC1
Classyfire Subclass Hydroxycinnamic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 654.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (2R,3S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 1.5
Gsk 4 400 Rule False
Molecular Formula C20H18O10
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OCCCc1ccccc1
Prediction Swissadme 0.0
Inchi Key MTGTYFYLZVUKQG-ZUVWSUMTSA-N
Silicos It Class Soluble
Fcsp3 0.15
Logs -2.297
Rotatable Bond Count 9.0
Logd 0.868
Synonyms cimicifugic acid d
Esol Class Soluble
Functional Groups CC(=O)O, CO, c/C=C/C(=O)OC, cO
Compound Name Cimicifugic acid D
Prediction Hob Swissadme 0.0
Exact Mass 418.09
Formal Charge 0.0
Monoisotopic Mass 418.09
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 418.3
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -3.0744947999999996
Inchi InChI=1S/C20H18O10/c21-13-5-1-12(2-6-13)10-20(29,19(27)28)17(18(25)26)30-16(24)8-4-11-3-7-14(22)15(23)9-11/h1-9,17,21-23,29H,10H2,(H,25,26)(H,27,28)/b8-4+/t17-,20-/m1/s1
Smiles C1=CC(=CC=C1C[C@@]([C@@H](C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)(C(=O)O)O)O
Nring 2.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Actaea Racemosa (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/15971118
  • 2. Outgoing r'ship FOUND_IN to/from Cimicifuga Heracleifolia (Plant) Rel Props:Source_db:cmaup_ingredients