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Globosterol

PubChem CID: 53477610

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Compound Synonyms globosterol, CHEBI:62874, 25xi-methyl-22-homo-5alpha-cholest-7,22-diene-3beta,6beta,9alpha-triol, (3S,5R,6R,9S,10R,13R,14R,17R)-17-[(2R,3E,6xi)-6,7-dimethyloct-3-en-2-yl]-10,13-dimethyl-1,2,3,4,6,9,10,11,12,13,14,15,16,17-tetradecahydro-5H-cyclopenta[a]phenanthrene-3,5,6-triol, (3S,5R,6R,9S,10R,13R,14R,17R)-17-((2R,3E,6xi)-6,7-dimethyloct-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,9,10,11,12,13,14,15,16,17-tetradecahydro-5H-cyclopenta(a)phenanthrene-3,5,6-triol, (3S,5R,6R,9S,10R,13R,14R,17R)-17-((E,2R)-6,7-dimethyloct-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthrene-3,5,6-triol, (3S,5R,6R,9S,10R,13R,14R,17R)-17-[(E,2R)-6,7-dimethyloct-3-en-2-yl]-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5,6-triol, Q27104902
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 60.7
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CCC1C3CCCC3CCC21
Np Classifier Class Cholestane steroids
Deep Smiles O[C@H]CC[C@][C@@]C6)O)[C@H]O)C=C[C@@H]6CC[C@][C@H]6CC[C@@H]5[C@@H]/C=C/CCCC)C))C)))))C))))))C)))))))))C
Heavy Atom Count 32.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level C1CCC2C(C1)CCC1C3CCCC3CCC21
Classyfire Subclass Cholestane steroids
Isotope Atom Count 0.0
Molecular Complexity 756.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (3S,5R,6R,9S,10R,13R,14R,17R)-17-[(E,2R)-6,7-dimethyloct-3-en-2-yl]-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5,6-triol
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 6.1
Gsk 4 400 Rule False
Molecular Formula C29H48O3
Scaffold Graph Node Bond Level C1=C2C3CCCC3CCC2C2CCCCC2C1
Inchi Key XXKFPKYBBLWNQF-HAUSFFGLSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 5.0
Synonyms 25xi-methyl-22-homo-5alpha-cholest-722-diene-3beta6beta9alpha-triol, globosterol
Esol Class Poorly soluble
Functional Groups C/C=C/C, CC(C)=CC, CO
Compound Name Globosterol
Exact Mass 444.36
Formal Charge 0.0
Monoisotopic Mass 444.36
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 444.7
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C29H48O3/c1-18(2)19(3)8-7-9-20(4)23-10-11-24-22-16-26(31)29(32)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h7,9,16,18-21,23-26,30-32H,8,10-15,17H2,1-6H3/b9-7+/t19?,20-,21+,23-,24+,25+,26-,27-,28-,29+/m1/s1
Smiles C[C@H](/C=C/CC(C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/19427327