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[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,16S,19S,21R)-21-acetyloxy-6-(furan-3-yl)-4,12,19-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylbutanoate

PubChem CID: 101930511

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 165.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C(C3CCCC3)CC3CC32C2CCC3C4CCCC3(CCC4)C12
Np Classifier Class Lanostane, Tirucallane and Euphane triterpenoids, Limonoids
Deep Smiles CCCC=O)O[C@@H]OC[C@@][C@H][C@@]6C)[C@H]OC=O)C)))C[C@@H]6O)))))C[C@H][C@@][C@@H]6C=O)[C@H]O)[C@@][C@@]6O[C@@H]3C[C@H]6cccoc5))))))))))C)))))C))O))))))))))C
Heavy Atom Count 44.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2C(C3CCOC3)CC3OC32C2CCC3C4CCCC3(COC4)C12
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1260.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 14.0
Iupac Name [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,16S,19S,21R)-21-acetyloxy-6-(furan-3-yl)-4,12,19-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylbutanoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.1
Gsk 4 400 Rule False
Molecular Formula C33H44O11
Scaffold Graph Node Bond Level O=C1CC2C(c3ccoc3)CC3OC32C2CCC3C4CCCC3(COC4)C12
Inchi Key GFWAUGVHDIJBDI-SMRKTTIESA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 7.0
Synonyms azedarachin a
Esol Class Moderately soluble
Functional Groups CC(=O)OC, CC(C)=O, CO, CO[C@H](C)OC(C)=O, C[C@H]1O[C@@]1(C)C, coc
Compound Name [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,16S,19S,21R)-21-acetyloxy-6-(furan-3-yl)-4,12,19-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylbutanoate
Exact Mass 616.288
Formal Charge 0.0
Monoisotopic Mass 616.288
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 616.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C33H44O11/c1-7-15(2)27(39)43-28-29(4)19-11-20(35)31(6)25(32(19,14-41-28)21(36)12-22(29)42-16(3)34)24(37)26(38)30(5)18(17-8-9-40-13-17)10-23-33(30,31)44-23/h8-9,13,15,18-23,25-26,28,35-36,38H,7,10-12,14H2,1-6H3/t15?,18-,19-,20+,21-,22+,23+,25-,26-,28-,29-,30+,31+,32+,33+/m0/s1
Smiles CCC(C)C(=O)O[C@H]1[C@]2([C@@H]3C[C@H]([C@@]4([C@@H]([C@@]3(CO1)[C@H](C[C@H]2OC(=O)C)O)C(=O)[C@@H]([C@@]5([C@]46[C@H](O6)C[C@H]5C7=COC=C7)C)O)C)O)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:9788185042145
  • 2. Outgoing r'ship FOUND_IN to/from Melia Azedarach (Plant) Rel Props:Reference:ISBN:9788185042145