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Cardenolide

PubChem CID: 53957771

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Compound Synonyms Cardenolide, card-20(22)-enolide, L54QGD9LPW, UNII-L54QGD9LPW, 5beta-Card-20(22)-enolide, CHEBI:71620, Card-20(22)-enolide, (5beta)-, 52085-71-9, 3-((8R,9S,10S,13S,14R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)-2H-furan-5-one, 3-[(8R,9S,10S,13S,14R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one, SCHEMBL1649319, 5.BETA.-CARD-20(22)-ENOLIDE, CARD-20(22)-ENOLIDE, (5.BETA.)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 26.3
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(C2CCC3C2CCC2C4CCCCC4CCC23)C1
Np Classifier Class Cardenolides
Deep Smiles O=COCC=C5)[C@H]CC[C@H][C@]5C)CC[C@H][C@H]6CCC[C@]6C)CCCC6
Heavy Atom Count 25.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CC(C2CCC3C2CCC2C4CCCCC4CCC23)CO1
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 607.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name 3-[(8R,9S,10S,13S,14R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 6.7
Gsk 4 400 Rule False
Molecular Formula C23H34O2
Scaffold Graph Node Bond Level O=C1C=C(C2CCC3C2CCC2C4CCCCC4CCC23)CO1
Inchi Key JIUWTCXNUNHEGP-GJHPUSIBSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 1.0
Synonyms cardenolide, proceragenin (cardenolide)
Esol Class Poorly soluble
Functional Groups CC1=CC(=O)OC1
Compound Name Cardenolide
Exact Mass 342.256
Formal Charge 0.0
Monoisotopic Mass 342.256
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 342.5
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
Inchi InChI=1S/C23H34O2/c1-22-11-4-3-5-16(22)6-7-17-19-9-8-18(15-13-21(24)25-14-15)23(19,2)12-10-20(17)22/h13,16-20H,3-12,14H2,1-2H3/t16?,17-,18+,19+,20-,22-,23+/m0/s1
Smiles C[C@]12CC[C@H]3[C@H]([C@H]1CC[C@@H]2C4=CC(=O)OC4)CCC5[C@@]3(CCCC5)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids

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