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[(5R,7R,8R,9R,10S,11S,12R,13S,17R)-7-acetyloxy-12-hydroxy-17-(2-hydroxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-11-yl] 2-hydroxy-2-methylpropanoate

PubChem CID: 13875774

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 157.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2C(CCC3C2CCC2C(C4CCCC4C)CCC23)C1
Np Classifier Class Apotirucallane triterpenoids, Limonoids
Deep Smiles CC=O)O[C@@H]C[C@@H][C@][C@@H][C@]6C)C=CC[C@H][C@@]5[C@H][C@H]9OC=O)CO)C)C)))))O))C))C=CCOC5=O)))O))))))))))C)C=CC=O)C6C)C
Heavy Atom Count 42.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2C(CCC3C2CCC2C(C4CCOC4O)CCC32)C1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1340.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name [(5R,7R,8R,9R,10S,11S,12R,13S,17R)-7-acetyloxy-12-hydroxy-17-(2-hydroxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-11-yl] 2-hydroxy-2-methylpropanoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.6
Gsk 4 400 Rule False
Molecular Formula C32H42O10
Scaffold Graph Node Bond Level O=C1C=CC2C(CCC3C4=CCC(C5=CCOC5=O)C4CCC32)C1
Inchi Key BQVRARANLWBOLS-IXTPREFVSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms nimbocinolide
Esol Class Moderately soluble
Functional Groups CC(=O)C=CC, CC(=O)OC, CC1=CC(O)OC1=O, CC=C(C)C, CO
Compound Name [(5R,7R,8R,9R,10S,11S,12R,13S,17R)-7-acetyloxy-12-hydroxy-17-(2-hydroxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-11-yl] 2-hydroxy-2-methylpropanoate
Exact Mass 586.278
Formal Charge 0.0
Monoisotopic Mass 586.278
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 586.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C32H42O10/c1-15(33)40-21-14-19-28(2,3)20(34)11-12-30(19,6)24-23(42-27(38)29(4,5)39)25(36)31(7)17(9-10-18(31)32(21,24)8)16-13-22(35)41-26(16)37/h10-13,17,19,21-25,35-36,39H,9,14H2,1-8H3/t17-,19-,21+,22?,23-,24+,25-,30-,31-,32+/m0/s1
Smiles CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4([C@H]([C@H]3OC(=O)C(C)(C)O)O)C)C5=CC(OC5=O)O)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Azadirachta Indica (Plant) Rel Props:Reference:ISBN:9780896038776; ISBN:9788171360536; ISBN:9788172360818