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methyl 2-[(1R,2S,4R,6R,9R,10R,11R,15R,18R)-6-(2-hydroxy-5-oxo-2H-furan-4-yl)-7,9,11,15-tetramethyl-14-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,12-dien-10-yl]acetate

PubChem CID: 21681049

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Compound Synonyms SCHEMBL2230208
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 108.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC1C1CC2CC3C(CC4CCC(C)C5CCC3C45)C2C1
Np Classifier Class Limonoids
Deep Smiles COC=O)C[C@H][C@@]C)[C@H]O[C@H]C5=CC)[C@@H]C5)C=CCOC5=O)))O)))))))))[C@H][C@@H][C@]6C)C=CC=O)[C@@]6C)CO9
Heavy Atom Count 35.0
Classyfire Class Naphthofurans
Scaffold Graph Node Level OC1CCC2CC3C4CC(C5CCOC5O)CC4OC3C3OCC1C23
Isotope Atom Count 0.0
Molecular Complexity 1130.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name methyl 2-[(1R,2S,4R,6R,9R,10R,11R,15R,18R)-6-(2-hydroxy-5-oxo-2H-furan-4-yl)-7,9,11,15-tetramethyl-14-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,12-dien-10-yl]acetate
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 1.1
Gsk 4 400 Rule False
Molecular Formula C27H32O8
Scaffold Graph Node Bond Level O=C1OCC=C1C1C=C2C(C1)OC1C2CC2C=CC(=O)C3COC1C23
Inchi Key LUGYVZIXJLEPQF-CNNNJUAPSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms margosinolide
Esol Class Soluble
Functional Groups CC(C)=C(C)C, CC1=CC(O)OC1=O, CC=CC(C)=O, COC, COC(C)=O
Compound Name methyl 2-[(1R,2S,4R,6R,9R,10R,11R,15R,18R)-6-(2-hydroxy-5-oxo-2H-furan-4-yl)-7,9,11,15-tetramethyl-14-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,12-dien-10-yl]acetate
Exact Mass 484.21
Formal Charge 0.0
Monoisotopic Mass 484.21
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 484.5
Gi Absorption True
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/C27H32O8/c1-12-13(14-9-19(30)35-24(14)31)8-15-20(12)27(4)16(10-18(29)32-5)25(2)7-6-17(28)26(3)11-33-21(22(25)26)23(27)34-15/h6-7,9,13,15-16,19,21-23,30H,8,10-11H2,1-5H3/t13-,15-,16-,19?,21-,22-,23-,25-,26-,27-/m1/s1
Smiles CC1=C2[C@@H](C[C@H]1C3=CC(OC3=O)O)O[C@H]4[C@@]2([C@@H]([C@]5(C=CC(=O)[C@@]6([C@@H]5[C@H]4OC6)C)C)CC(=O)OC)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Azadirachta Indica (Plant) Rel Props:Reference:ISBN:9780896038776; ISBN:9788171360536; ISBN:9788172360818; ISBN:9788185042053