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cimicifugic acid A
PHCD compound ID : 4258
Chemical Names :
cimicifugic acid A
Molecular Formula : C21H20O11
Molecular Weight : 448.100561
More Details :
Names & Synonyms: (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-butanedioic acid , (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxoprop-2-enoxy]butanedioic acid , (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxybutanedioic acid , (2R,3S)-2-[[3,4-bis(oxidanyl)phenyl]methyl]-3-[(E)-3-(3-methoxy-4-oxidanyl-phenyl)prop-2-enoyl]oxy-2-oxidanyl-butanedioic acid , (2R,3S)-2-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxy-phenyl)acryloyl]oxy-2-protocatechuyl-succinic acid
Smiles: COc1cc(/C=C/C(=O)O[C@@H]([C@@](C(=O)O)(Cc2ccc(c(c2)O)O)O)C(=O)O)ccc1O
InChi : InChI=1S/C21H20O11/c1-31-16-9-11(2-6-14(16)23)4-7-17(25)32-18(19(26)27)21(30,20(28)29)10-12-3-5-13(22)15(24)8-12/h2-9,18,22-24,30H,10H2,1H3,(H,26,27)(H,28,29)/b7-4+/t18-,21-/m1/s1
InChi Key : InChIKey=LIJMMUDJSMCVDJ-ZHBFVYIWSA-N
PubChem ID : 6449879
Rotatable bond count : 10 Rule of five : 2
Hydrogen bond acceptor count : 11 Ionization potential : 8.876051
Hydrogen bond donor count : 6 Electric dipole moment : 3.330
XLogP : -0.067 VDW volume : 395.587125
Molecular weight : 448.100561 HOMO-LUMO gap : 7.825000
Herb list :
Refrences & Litretures:
  
612.      Journal:'J. Agric. Food Chem'      Year:'2002'      Volume:'50'      Page:'7022'      DOI:'10.1021/jf020725h'      Title:'Black Cohosh (Cimicifuga racemosa L.) Protects against Menadione-Induced DNA Damage through Scavenging of Reactive Oxygen Species: Bioassay-Directed Isolation and Characterization of Active Principles'
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