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[(1R,2R,3S,4R,5S,6R,8S,10S,11S,12S,13S,16S,17R,19S,20R)-17-acetyloxy-6-(2,5-dioxofuran-3-yl)-3,4,12-trihydroxy-1,5,11,16-tetramethyl-7-oxo-9,14-dioxahexacyclo[11.6.1.02,11.05,10.08,10.016,20]icosan-19-yl] (E)-2-methylbut-2-enoate

PubChem CID: 102588495

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 195.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(C)C(C2C(C)C3CC34C3CC5CCC6CCCC(C3CCC24)C65)C1
Np Classifier Class Limonoids
Deep Smiles C/C=C/C=O)O[C@H]C[C@@H]OC=O)C)))[C@][C@H][C@@]6C)[C@H][C@H]O)[C@H]O)[C@][C@][C@]6C)[C@@H][C@H]%10OC%13)))O)))O[C@@H]3C=O)[C@H]6C=CC=O)OC5=O)))))))))))C)))))))C)))))))C
Heavy Atom Count 46.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC(C2C(O)C3OC34C3CC5OCC6CCCC(C3CCC24)C65)C(O)O1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1550.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 15.0
Iupac Name [(1R,2R,3S,4R,5S,6R,8S,10S,11S,12S,13S,16S,17R,19S,20R)-17-acetyloxy-6-(2,5-dioxofuran-3-yl)-3,4,12-trihydroxy-1,5,11,16-tetramethyl-7-oxo-9,14-dioxahexacyclo[11.6.1.02,11.05,10.08,10.016,20]icosan-19-yl] (E)-2-methylbut-2-enoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.7
Gsk 4 400 Rule False
Molecular Formula C33H40O13
Scaffold Graph Node Bond Level O=C1C=C(C2C(=O)C3OC34C2CCC2C3CCCC5COC(CC24)C53)C(=O)O1
Inchi Key AXNCEELXJOSUOL-IETUTBKHSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms limbocidin
Esol Class Soluble
Functional Groups C/C=C(C)C(=O)OC, CC(=O)OC, CC1=CC(=O)OC1=O, CO, COC, C[C@]12CCC(=O)[C@H]1O2
Compound Name [(1R,2R,3S,4R,5S,6R,8S,10S,11S,12S,13S,16S,17R,19S,20R)-17-acetyloxy-6-(2,5-dioxofuran-3-yl)-3,4,12-trihydroxy-1,5,11,16-tetramethyl-7-oxo-9,14-dioxahexacyclo[11.6.1.02,11.05,10.08,10.016,20]icosan-19-yl] (E)-2-methylbut-2-enoate
Exact Mass 644.247
Formal Charge 0.0
Monoisotopic Mass 644.247
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 644.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C33H40O13/c1-8-12(2)27(40)44-16-10-15(43-13(3)34)29(4)11-42-21-23(29)30(16,5)22-20(37)24(38)31(6)18(14-9-17(35)45-28(14)41)19(36)26-33(31,46-26)32(22,7)25(21)39/h8-9,15-16,18,20-26,37-39H,10-11H2,1-7H3/b12-8+/t15-,16+,18-,20+,21+,22-,23+,24+,25-,26-,29+,30-,31+,32+,33-/m1/s1
Smiles C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@@]2(CO[C@H]3[C@@H]2[C@]1([C@H]4[C@@H]([C@@H]([C@@]5([C@@H](C(=O)[C@@H]6[C@@]5([C@@]4([C@@H]3O)C)O6)C7=CC(=O)OC7=O)C)O)O)C)C)OC(=O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Azadirachta Indica (Plant) Rel Props:Reference:ISBN:9788185042145