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8-[(10R,13S,17R)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-5-methyl-4-methylidene-2,6-dioxabicyclo[3.3.1]nonan-3-one

PubChem CID: 364746

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Compound Synonyms Withametelin, NSC631452, NSC-631452
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 52.6
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CC(CCC2C2CCC3C2CCC2C3CCC3CCCC(C)C32)C1C
Np Classifier Class Ergostane steroids
Deep Smiles O=COCCCC6=C))C)OCC6[C@H]CCC[C@]5C)CCCC6CC=C[C@]6C)C=O)C=CC6
Heavy Atom Count 32.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level CC1C(O)OC2CC1OCC2C1CCC2C1CCC1C2CCC2CCCC(O)C21
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 960.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name 8-[(10R,13S,17R)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-5-methyl-4-methylidene-2,6-dioxabicyclo[3.3.1]nonan-3-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 5.3
Gsk 4 400 Rule False
Molecular Formula C28H36O4
Scaffold Graph Node Bond Level C=C1C(=O)OC2CC1OCC2C1CCC2C3CC=C4CC=CC(=O)C4C3CCC12
Inchi Key QUGZOXCXHGEACS-BDQUCQQCSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 1.0
Synonyms withametelin, withametelin (daturilin)
Esol Class Moderately soluble
Functional Groups C=C(C)C(=O)OC, CC=C(C)C, CC=CC(C)=O, COC
Compound Name 8-[(10R,13S,17R)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-5-methyl-4-methylidene-2,6-dioxabicyclo[3.3.1]nonan-3-one
Exact Mass 436.261
Formal Charge 0.0
Monoisotopic Mass 436.261
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 436.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C28H36O4/c1-16-25(30)32-23-14-27(16,3)31-15-19(23)21-11-10-20-18-9-8-17-6-5-7-24(29)28(17,4)22(18)12-13-26(20,21)2/h5,7-8,18-23H,1,6,9-15H2,2-4H3/t18?,19?,20?,21-,22?,23?,26+,27?,28+/m1/s1
Smiles C[C@]12CCC3C(C1CC[C@@H]2C4COC5(CC4OC(=O)C5=C)C)CC=C6[C@@]3(C(=O)C=CC6)C
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 Datura Metel (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/17583953