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[(2S,2'S,3R,4bS,8aR,9S,10S)-3-acetyloxy-10-hydroxy-2',4b,8,8-tetramethyl-1,4,7-trioxospiro[3,5,6,8a,9,10-hexahydrophenanthrene-2,1'-cyclopropane]-9-yl] acetate

PubChem CID: 71676379

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Compound Synonyms AKOS016034794
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 124.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2C(CCC3C2C(C)CC2(CC2)C3C)C1
Np Classifier Class Cycloabietane diterpenoids
Deep Smiles CC=O)O[C@@H][C@@H]O)C=C[C@@][C@@H]6CC)C)C=O)CC6)))))C))C=O)[C@@H][C@]C6=O))C[C@@H]3C))))OC=O)C
Heavy Atom Count 32.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2C(CCC3C2C(O)CC2(CC2)C3O)C1
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 990.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(2S,2'S,3R,4bS,8aR,9S,10S)-3-acetyloxy-10-hydroxy-2',4b,8,8-tetramethyl-1,4,7-trioxospiro[3,5,6,8a,9,10-hexahydrophenanthrene-2,1'-cyclopropane]-9-yl] acetate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.0
Gsk 4 400 Rule False
Molecular Formula C24H30O8
Scaffold Graph Node Bond Level O=C1CCC2C3=C(CCC2C1)C(=O)C1(CC1)CC3=O
Inchi Key FYXQEJOBAKCJST-IKWYWTGGSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms barbatusin
Esol Class Soluble
Functional Groups CC(=O)OC, CC(C)=O, CC1=C(C)C(=O)CCC1=O, CO
Compound Name [(2S,2'S,3R,4bS,8aR,9S,10S)-3-acetyloxy-10-hydroxy-2',4b,8,8-tetramethyl-1,4,7-trioxospiro[3,5,6,8a,9,10-hexahydrophenanthrene-2,1'-cyclopropane]-9-yl] acetate
Exact Mass 446.194
Formal Charge 0.0
Monoisotopic Mass 446.194
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 446.5
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/C24H30O8/c1-10-9-24(10)20(30)14-15(17(29)21(24)32-12(3)26)23(6)8-7-13(27)22(4,5)19(23)18(16(14)28)31-11(2)25/h10,16,18-19,21,28H,7-9H2,1-6H3/t10-,16-,18+,19-,21-,23+,24+/m0/s1
Smiles C[C@H]1C[C@@]12[C@H](C(=O)C3=C(C2=O)[C@@H]([C@H]([C@@H]4[C@@]3(CCC(=O)C4(C)C)C)OC(=O)C)O)OC(=O)C
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 Coleus Forskohlii (Plant) Rel Props:Reference:ISBN:9788172361792
  • 2. Outgoing r'ship FOUND_IN to/from Plectranthus Barbatus (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279