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(Z)-5-[(5R,6S,7S,8R,9R,10R,13S,17S)-6-acetyloxy-7-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]hex-4-enoic acid

PubChem CID: 102316534

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 101.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2C(CCC3C4CCCC4CCC23)C1
Np Classifier Class Apotirucallane triterpenoids
Deep Smiles OC=O)CC/C=C[C@@H]CC=C[C@@]5C)CC[C@H][C@@]6C)[C@H]O)[C@H][C@@H][C@]6C)C=CC=O)C6C)C)))))))OC=O)C))))))))))))))/C
Heavy Atom Count 36.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2C(CCC3C4CCCC4CCC23)C1
Classyfire Subclass Sesterterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1070.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (Z)-5-[(5R,6S,7S,8R,9R,10R,13S,17S)-6-acetyloxy-7-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]hex-4-enoic acid
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 5.1
Gsk 4 400 Rule False
Molecular Formula C30H42O6
Scaffold Graph Node Bond Level O=C1C=CC2C(CCC3C4=CCCC4CCC32)C1
Inchi Key BRINQTOFCWWSPH-HLBKTFAQSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 6.0
Synonyms azadirolic acid
Esol Class Moderately soluble
Functional Groups C/C=C(/C)C, CC(=O)C=CC, CC(=O)O, CC(=O)OC, CC=C(C)C, CO
Compound Name (Z)-5-[(5R,6S,7S,8R,9R,10R,13S,17S)-6-acetyloxy-7-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]hex-4-enoic acid
Exact Mass 498.298
Formal Charge 0.0
Monoisotopic Mass 498.298
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 498.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C30H42O6/c1-17(9-8-10-23(33)34)19-11-12-20-28(19,5)15-13-21-29(6)16-14-22(32)27(3,4)25(29)24(36-18(2)31)26(35)30(20,21)7/h9,12,14,16,19,21,24-26,35H,8,10-11,13,15H2,1-7H3,(H,33,34)/b17-9-/t19-,21+,24-,25-,26+,28-,29+,30-/m0/s1
Smiles C/C(=C/CCC(=O)O)/[C@@H]1CC=C2[C@]1(CC[C@H]3[C@]2([C@@H]([C@H]([C@@H]4[C@@]3(C=CC(=O)C4(C)C)C)OC(=O)C)O)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Azadirachta Indica (Plant) Rel Props:Reference:ISBN:9788190648912