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dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-4,7,14-trihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-12-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate

PubChem CID: 101999884

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 209.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CC3CC(C2C1)C1CC31C1CC2CCC3CCCC4(CCCC14)C32
Np Classifier Class Limonoids
Deep Smiles C/C=C/C=O)O[C@@H]C[C@H]O)[C@@][C@@H][C@@]6CO[C@H]5[C@H][C@@][C@@H]9[C@@]OC%12))O)C=O)OC)))))C)[C@]O[C@@]3C)[C@H]C[C@@H]6O[C@H][C@]6O)C=CO5)))))))))))))O)))))C=O)OC)))))))))))C
Heavy Atom Count 48.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CC2COC3CC(C45OC4C4CC5OC5OCCC54)C4COCC4(C1)C23
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1550.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 16.0
Iupac Name dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-4,7,14-trihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-12-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.2
Gsk 4 400 Rule False
Molecular Formula C33H42O15
Scaffold Graph Node Bond Level C1=CC2C(O1)OC1CC2C2OC12C1CC2OCC3CCCC4(COCC14)C32
Inchi Key KAJFOBKSQVMLSY-SEBWSFJVSA-N
Silicos It Class Soluble
Rotatable Bond Count 8.0
Synonyms 11-hydroxyazadirachtin b
Esol Class Soluble
Functional Groups C/C=C(C)C(=O)OC, CO, COC, COC(=O)[C@@](C)(O)OC, COC(C)=O, CO[C@H]1CC=CO1, C[C@@]1(C)O[C@]1(C)C
Compound Name dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-4,7,14-trihydroxy-6-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-12-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate
Exact Mass 678.252
Formal Charge 0.0
Monoisotopic Mass 678.252
Hydrogen Bond Acceptor Count 15.0
Molecular Weight 678.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 16.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C33H42O15/c1-7-14(2)22(36)46-17-11-16(34)29-13-45-32(40,25(38)42-6)23(29)27(3,21(35)19-20(29)30(17,12-44-19)24(37)41-5)33-18-10-15(28(33,4)48-33)31(39)8-9-43-26(31)47-18/h7-9,15-21,23,26,34-35,39-40H,10-13H2,1-6H3/b14-7+/t15-,16+,17-,18+,19-,20-,21-,23+,26+,27-,28+,29+,30+,31+,32+,33+/m1/s1
Smiles C/C=C(\C)/C(=O)O[C@@H]1C[C@@H]([C@]23CO[C@@]([C@H]2[C@]([C@@H]([C@H]4[C@H]3[C@@]1(CO4)C(=O)OC)O)(C)[C@@]56[C@@H]7C[C@H]([C@@]5(O6)C)[C@]8(C=CO[C@H]8O7)O)(C(=O)OC)O)O
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:9770972795006