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[(2R,3R,4bR,8R,8aR,9S)-9-hydroxy-2,3-dimethyl-3-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,4,4a,4b,5,6,7,9,10,10a-decahydro-1H-phenanthrene-8,2'-oxirane]-8a-yl]methyl acetate

PubChem CID: 481707

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Compound Synonyms [(2R,3R,4bR,8R,8aR,9S)-9-hydroxy-2,3-dimethyl-3-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,4,4a,4b,5,6,7,9,10,10a-decahydro-1H-phenanthrene-8,2'-oxirane]-8a-yl]methyl acetate, {(10S,11S,9R,15R,16R)-11-Hydroxy-15,16-dimethyl-16-[2-(5-oxo(3-2-hydrofuryl))ethyl]spiro[oxirane-3,6'-tricyclo[8.4.0.0<2,7>]tetradecane]-10-yl}methyl acetate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 85.4
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(CCC2CCC3CCC4C(CCCC45CC5)C3C2)C1
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles CC=O)OC[C@@][C@@H]O)CCC[C@H]6CCC[C@]%10CO3)))))))C[C@@][C@@H]C6)C))C)CCC=CC=O)OC5
Heavy Atom Count 32.0
Classyfire Class Phenanthrenes and derivatives
Scaffold Graph Node Level OC1CC(CCC2CCC3CCC4C(CCCC45CO5)C3C2)CO1
Isotope Atom Count 0.0
Molecular Complexity 821.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name [(2R,3R,4bR,8R,8aR,9S)-9-hydroxy-2,3-dimethyl-3-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,4,4a,4b,5,6,7,9,10,10a-decahydro-1H-phenanthrene-8,2'-oxirane]-8a-yl]methyl acetate
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 3.7
Gsk 4 400 Rule False
Molecular Formula C26H38O6
Scaffold Graph Node Bond Level O=C1C=C(CCC2CCC3CCC4C(CCCC45CO5)C3C2)CO1
Inchi Key PNWZOPZSXKKETE-XIUSWLETSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 6.0
Synonyms ajugarin-i
Esol Class Moderately soluble
Functional Groups CC1=CC(=O)OC1, CO, COC(C)=O, C[C@@]1(C)CO1
Compound Name [(2R,3R,4bR,8R,8aR,9S)-9-hydroxy-2,3-dimethyl-3-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,4,4a,4b,5,6,7,9,10,10a-decahydro-1H-phenanthrene-8,2'-oxirane]-8a-yl]methyl acetate
Exact Mass 446.267
Formal Charge 0.0
Monoisotopic Mass 446.267
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 446.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C26H38O6/c1-16-9-19-11-22(28)26(15-31-17(2)27)21(5-4-7-25(26)14-32-25)20(19)12-24(16,3)8-6-18-10-23(29)30-13-18/h10,16,19-22,28H,4-9,11-15H2,1-3H3/t16-,19?,20?,21-,22+,24-,25+,26+/m1/s1
Smiles C[C@@H]1CC2C[C@@H]([C@@]3([C@@H](C2C[C@@]1(C)CCC4=CC(=O)OC4)CCC[C@]35CO5)COC(=O)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Ajuga Parviflora (Plant) Rel Props:Reference:ISBN:9770972795006