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[(1R,2S,3R,7R,8S,9R,11S,13S)-1,9-dihydroxy-9,13-dimethyl-2-[(Z)-2-methylbut-2-enoyl]oxy-4-methylidene-5-oxo-6,14-dioxatricyclo[9.2.1.03,7]tetradecan-8-yl] (2R)-2-methylbutanoate

PubChem CID: 21603602

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Compound Synonyms 75102-66-8, (Z)-2-Methyl-2-butenoic acid[(3ar,4s,5r,6s,8s,10r,11s,11ar)-dodecahydro-5,10-dihydroxy-6,10-dimethyl-3-methylene-11-[(R)-2-methyl-1-oxobutoxy]-2-oxo-5,8-epoxycyclodeca[b]furan-4-yl]ester
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 129.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCC3CCC(C3)CC2C1C
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles CC[C@H]C=O)O[C@H][C@@H]OC=O)C=C)[C@H]5[C@H]OC=O)/C=CC))/C))))[C@@]O[C@H]C[C@@]%12C)O)))C[C@@H]5C)))))O)))))))))))C
Heavy Atom Count 34.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level CC1C(O)OC2CCCC3CCC(CC21)O3
Classyfire Subclass Tricarboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 895.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name [(1R,2S,3R,7R,8S,9R,11S,13S)-1,9-dihydroxy-9,13-dimethyl-2-[(Z)-2-methylbut-2-enoyl]oxy-4-methylidene-5-oxo-6,14-dioxatricyclo[9.2.1.03,7]tetradecan-8-yl] (2R)-2-methylbutanoate
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp 3.0
Gsk 4 400 Rule False
Molecular Formula C25H36O9
Scaffold Graph Node Bond Level C=C1C(=O)OC2CCCC3CCC(CC12)O3
Inchi Key LYSXXZROYWKWEQ-ZQZQXELWSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms ineupatolide
Esol Class Moderately soluble
Functional Groups C/C=C(/C)C(=O)OC, C=C1CCOC1=O, CO, COC(C)=O, CO[C@](C)(C)O
Compound Name [(1R,2S,3R,7R,8S,9R,11S,13S)-1,9-dihydroxy-9,13-dimethyl-2-[(Z)-2-methylbut-2-enoyl]oxy-4-methylidene-5-oxo-6,14-dioxatricyclo[9.2.1.03,7]tetradecan-8-yl] (2R)-2-methylbutanoate
Exact Mass 480.236
Formal Charge 0.0
Monoisotopic Mass 480.236
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 480.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C25H36O9/c1-8-12(3)21(26)32-19-17-15(6)23(28)31-18(17)20(33-22(27)13(4)9-2)24(7,29)11-16-10-14(5)25(19,30)34-16/h8,13-14,16-20,29-30H,6,9-11H2,1-5,7H3/b12-8-/t13-,14+,16+,17-,18-,19+,20+,24-,25-/m1/s1
Smiles CC[C@@H](C)C(=O)O[C@H]1[C@H]2[C@H]([C@@H]([C@]3([C@H](C[C@H](O3)C[C@@]1(C)O)C)O)OC(=O)/C(=C\C)/C)C(=C)C(=O)O2
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Inula Eupatorioides (Plant) Rel Props:Reference:ISBN:9788185042114