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[(2S,4R,5R,5aS,6S,8S,9aR,10aS)-5,6,8-triacetyloxy-2-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate

PubChem CID: 21578947

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 146.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CC1CC2CCCC(C)C2CC2CCCC12)C1CCCCC1
Np Classifier Class Taxane diterpenoids
Deep Smiles CC=O)O[C@H][C@H]OC=O)cccccc6))))))))C=CC)[C@H]C[C@]5C[C@H][C@@]%10C)[C@@H]OC=O)C)))C[C@@H]C6=C))OC=O)C)))))))))CO)C)C))))O
Heavy Atom Count 43.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCCC2CC(OC(O)C3CCCCC3)C3CCCC3CC12
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1200.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name [(2S,4R,5R,5aS,6S,8S,9aR,10aS)-5,6,8-triacetyloxy-2-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.3
Gsk 4 400 Rule False
Molecular Formula C33H42O10
Scaffold Graph Node Bond Level C=C1CCCC2CC(OC(=O)c3ccccc3)C3=CCCC3CC12
Inchi Key NQHFDIWTHYEYGL-USPMZCCWSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 10.0
Synonyms 5-acetylbrevifoliol
Esol Class Moderately soluble
Functional Groups C=C(C)C, CC(=O)OC, CC(C)=C(C)C, CO, cC(=O)OC
Compound Name [(2S,4R,5R,5aS,6S,8S,9aR,10aS)-5,6,8-triacetyloxy-2-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate
Exact Mass 598.278
Formal Charge 0.0
Monoisotopic Mass 598.278
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 598.7
Gi Absorption False
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/C33H42O10/c1-17-23-15-33(31(6,7)39)16-24(37)18(2)27(33)28(43-30(38)22-12-10-9-11-13-22)29(42-21(5)36)32(23,8)26(41-20(4)35)14-25(17)40-19(3)34/h9-13,23-26,28-29,37,39H,1,14-16H2,2-8H3/t23-,24+,25+,26+,28-,29+,32+,33+/m1/s1
Smiles CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3C[C@@]2(C[C@@H]1O)C(C)(C)O)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C4=CC=CC=C4
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Taxus Baccata (Plant) Rel Props:Reference:ISBN:9788171360536