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3,14-Dihydroxycarda-5,20(22)-dienolide

PubChem CID: 10505

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Compound Synonyms 3,14-Dihydroxycarda-5,20(22)-dienolide, DTXSID30965037, CHEBI:190599, 3-[(3S,10R,13R,14S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-uran-5-one
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(C2CCC3C2CCC2C4CCCCC4CCC23)C1
Np Classifier Class Cardenolides
Deep Smiles O[C@H]CC[C@]C=CCCC6CC[C@][C@]6O)CCC5C=CC=O)OC5)))))))))C))))))))C6))C
Heavy Atom Count 27.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CC(C2CCC3C2CCC2C4CCCCC4CCC23)CO1
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 739.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name 3-[(3S,10R,13R,14S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.5
Gsk 4 400 Rule True
Molecular Formula C23H32O4
Scaffold Graph Node Bond Level O=C1C=C(C2CCC3C2CCC2C4CCCCC4=CCC23)CO1
Prediction Swissadme 1.0
Inchi Key ZICGJBPBLVXOBM-GPCBFVFRSA-N
Silicos It Class Soluble
Fcsp3 0.782608695652174
Logs -4.614
Rotatable Bond Count 1.0
Logd 2.736
Synonyms xysmalogenin
Esol Class Soluble
Functional Groups CC1=CC(=O)OC1, CC=C(C)C, CO
Compound Name 3,14-Dihydroxycarda-5,20(22)-dienolide
Prediction Hob Swissadme 1.0
Exact Mass 372.23
Formal Charge 0.0
Monoisotopic Mass 372.23
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 372.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.671131000000001
Inchi InChI=1S/C23H32O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h3,11,16-19,24,26H,4-10,12-13H2,1-2H3/t16-,17?,18?,19?,21-,22+,23-/m0/s1
Smiles C[C@]12CC[C@@H](CC1=CCC3C2CC[C@]4([C@@]3(CCC4C5=CC(=O)OC5)O)C)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Digitalis Lanata (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729
  • 2. Outgoing r'ship FOUND_IN to/from Periploca Sepium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all