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(1R,2R,7S,13R,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docos-10-ene-5,12,17-trione

PubChem CID: 44575802

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Compound Synonyms LIMONIN DIOSPHENOL, CHEMBL521514
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 125.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC23C(CCC2CC(C)C2C3CCC3C(C4CCCC4)CC(C)C4CC432)C1
Np Classifier Class Limonoids
Deep Smiles O=COC[C@][C@H]C6)OCC5=CO)C=O)[C@@][C@@H]9CC[C@@][C@@]6O[C@@H]3C=O)O[C@@H]7ccocc5)))))))))))C)))))C)))))C)C
Heavy Atom Count 35.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CC2OCC3CC(O)C4C(CCC5C(C6CCOC6)OC(O)C6OC564)C32CO1
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 1110.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (1R,2R,7S,13R,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docos-10-ene-5,12,17-trione
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.2
Gsk 4 400 Rule False
Molecular Formula C26H28O9
Scaffold Graph Node Bond Level O=C1CC2OCC3=CC(=O)C4C(CCC5C(c6ccoc6)OC(=O)C6OC654)C32CO1
Inchi Key SNGHLUWTFLYPMT-SFHGJMHFSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 1.0
Synonyms limonin diosphenol
Esol Class Soluble
Functional Groups CC(C)=C(O)C(C)=O, COC, COC(C)=O, C[C@]12CCOC(=O)[C@H]1O2, coc
Compound Name (1R,2R,7S,13R,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docos-10-ene-5,12,17-trione
Exact Mass 484.173
Formal Charge 0.0
Monoisotopic Mass 484.173
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 484.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C26H28O9/c1-22(2)17-16(28)18(29)24(4)13(25(17)11-32-15(27)9-14(25)34-22)5-7-23(3)19(12-6-8-31-10-12)33-21(30)20-26(23,24)35-20/h6,8,10,13-14,19-20,28H,5,7,9,11H2,1-4H3/t13-,14-,19+,20+,23-,24-,25-,26+/m0/s1
Smiles C[C@@]12CC[C@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@@H]2C5=COC=C5)(C(=O)C(=C6[C@@]37COC(=O)C[C@@H]7OC6(C)C)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Triterpenoids

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