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Methyl 2-[(1S,3S,5S,7S,8S,9R,11S,12S,13R,16S)-5,11-diacetyloxy-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

PubChem CID: 164344

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Compound Synonyms Sandoricin, 133585-55-4, Methyl 2-[(1S,3S,5S,7S,8S,9R,11S,12S,13R,16S)-5,11-diacetyloxy-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate, DTXSID00928194, CHEBI:169093, 4-(Furan-3-yl)-1-hydroxy-8-(2-methoxy-2-oxoethyl)-4a,7a,9,9-tetramethyl-13-methylidene-2-oxododecahydro-4H-7,12a-methanopyrano[4,3-b][1]benzoxocine-5,10-diyl diacetate, D-Homo-24-nor-17-oxa-6,7-secochola-7,20,22-triene-6-carboxylic acid, 3,12-bis(acetyloxy)-1,14:21,23-diepoxy-15-hydroxy-4,4-diemthyl-16-oxo-, methyl ester, (1alpha,3beta,5beta,12alpha,13alpha,14beta,15beta,17aalpha)-, D-Homo-24-nor-17-oxa-6,7-secochola-7,20,22-triene-6-carboxylic acid, 3,12-bis(acetyloxy)-1,14:21,23-diepoxy-15-hydroxy-4,4-dimethyl-16-oxo-, methyl ester, (1alpha,3beta,5beta,12alpha,13alpha,14beta,15beta,17aalpha)-, methyl 2-[(1S,3S,5S,7S,8S,9R,11S,12S,13R,16S)-5,11-diacetyloxy-13-(uran-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 148.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC(C2CCCC2)C2CCC3C4CCCCC4CC2(C1)C3C
Np Classifier Class Limonoids
Deep Smiles COC=O)C[C@@H][C@]C)[C@H]C[C@@H]C6C)C))OC=O)C)))))O[C@@]C=C)[C@@H]6C[C@@H][C@@]6C)[C@H]OC=O)[C@H]%10O))))cccoc5)))))))OC=O)C
Heavy Atom Count 42.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level CC1C2CCC3C(C4CCOC4)OC(O)CC13OC1CCCCC12
Classyfire Subclass Tetracarboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 1180.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name methyl 2-[(1S,3S,5S,7S,8S,9R,11S,12S,13R,16S)-5,11-diacetyloxy-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp 2.5
Gsk 4 400 Rule False
Molecular Formula C31H40O11
Scaffold Graph Node Bond Level C=C1C2CCC3C(c4ccoc4)OC(=O)CC13OC1CCCCC12
Inchi Key FPZCLGWPFTXULY-IXRXKZEESA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 8.0
Synonyms sandoricin
Esol Class Moderately soluble
Functional Groups C=C(C)C, CC(=O)OC, CO, COC, COC(C)=O, coc
Compound Name Methyl 2-[(1S,3S,5S,7S,8S,9R,11S,12S,13R,16S)-5,11-diacetyloxy-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
Exact Mass 588.257
Formal Charge 0.0
Monoisotopic Mass 588.257
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 588.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C31H40O11/c1-15-19-11-23(40-17(3)33)30(7)26(18-9-10-38-14-18)41-27(36)25(35)31(15,30)42-22-13-21(39-16(2)32)28(4,5)20(29(19,22)6)12-24(34)37-8/h9-10,14,19-23,25-26,35H,1,11-13H2,2-8H3/t19-,20-,21-,22-,23-,25+,26+,29+,30-,31+/m0/s1
Smiles CC(=O)O[C@H]1C[C@H]2C(=C)[C@@]3([C@@]1([C@H](OC(=O)[C@H]3O)C4=COC=C4)C)O[C@@H]5[C@]2([C@H](C([C@H](C5)OC(=O)C)(C)C)CC(=O)OC)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

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