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Methyl 2-[6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate

PubChem CID: 100017

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Compound Synonyms Nimbolide, 25990-37-8, methyl 2-[6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate, NSC309909, Methyl 2-[(1R,2S,4R,6R,9R,10S,11R,15R,18R)-6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate, NSC-309909, methyl 2-(6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo(9.6.1.02,9.04,8.015,18)octadeca-7,13-dien-10-yl)acetate, MEGxp0_001495, CHEMBL1968854, SCHEMBL16561839, NCI60_002662, XN164985, F82256, 874-681-5, METHYL 2-[6-(FURAN-3-YL)-7,9,11,15-TETRAMETHYL-12,16-DIOXO-3,17-DIOXAPENTACYCLO[9.6.1.0(2),?.0?,?.0(1)?,(1)?]OCTADECA-7,13-DIEN-10-YL]ACETATE
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 92.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CC4CC(C5CCCC5)CC4C3CC3C(C)CCC1C32
Np Classifier Class Limonoids
Deep Smiles COC=O)CCCC)COCC5=CC)CC5)ccocc5))))))))))CCC6C)C=O)C=CC6C)C=O)O9
Heavy Atom Count 34.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2C(O)OC3C4OC5CC(C6CCOC6)CC5C4CC1C23
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1040.0
Database Name hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name methyl 2-[6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.2
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Gsk 4 400 Rule False
Molecular Formula C27H30O7
Scaffold Graph Node Bond Level O=C1OC2C3OC4CC(c5ccoc5)C=C4C3CC3C(=O)C=CC1C32
Inchi Key JZIQWNPPBKFOPT-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 4.0
Synonyms Methyl 2-[6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.0²,⁹.0⁴,⁸.0¹⁵,¹⁸]octadeca-7,13-dien-10-yl]acetic acid, nimbolide
Esol Class Soluble
Functional Groups CC(C)=C(C)C, CC=CC(C)=O, COC, COC(C)=O, coc
Compound Name Methyl 2-[6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate
Kingdom Organic compounds
Exact Mass 466.199
Formal Charge 0.0
Monoisotopic Mass 466.199
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 466.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C27H30O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)27(4)17(11-19(29)31-5)26(3)18(28)6-8-25(2)22(26)21(23(27)33-16)34-24(25)30/h6-9,12,15-17,21-23H,10-11H2,1-5H3
Smiles CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C6C4OC(=O)C6(C=CC5=O)C)C)CC(=O)OC)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Limonoids
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Azadirachta Indica (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/2614419