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[(1R,4S,4aS,5S,7R,8aR)-4-[(1R)-1-acetyloxyethyl]-1-(2-methylbutanoyloxy)-8-methylidene-3-oxo-5-propan-2-yl-4,4a,5,6,7,8a-hexahydro-1H-isochromen-7-yl] (E)-3-methylpent-2-enoate

PubChem CID: 101641867

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 105.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2C(C)CCCC2C1
Np Classifier Class Oplopane sesquiterpenoids
Deep Smiles CC/C=C/C=O)O[C@@H]C[C@@H]CC)C))[C@H][C@H]C6=C))[C@H]OC=O)CCC))C))))OC=O)[C@@H]6[C@H]OC=O)C)))C))))))))))))))/C
Heavy Atom Count 36.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCCC2CC(O)OCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 888.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(1R,4S,4aS,5S,7R,8aR)-4-[(1R)-1-acetyloxyethyl]-1-(2-methylbutanoyloxy)-8-methylidene-3-oxo-5-propan-2-yl-4,4a,5,6,7,8a-hexahydro-1H-isochromen-7-yl] (E)-3-methylpent-2-enoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 5.7
Gsk 4 400 Rule False
Molecular Formula C28H42O8
Scaffold Graph Node Bond Level C=C1CCCC2CC(=O)OCC12
Inchi Key BYLJOPYWVHDOGY-DJLXIMJHSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 12.0
Synonyms tussilagolactone
Esol Class Moderately soluble
Functional Groups C/C(C)=C/C(=O)OC, C=C(C)C, CC(=O)OC, CC(=O)O[C@@H](C)OC(C)=O
Compound Name [(1R,4S,4aS,5S,7R,8aR)-4-[(1R)-1-acetyloxyethyl]-1-(2-methylbutanoyloxy)-8-methylidene-3-oxo-5-propan-2-yl-4,4a,5,6,7,8a-hexahydro-1H-isochromen-7-yl] (E)-3-methylpent-2-enoate
Exact Mass 506.288
Formal Charge 0.0
Monoisotopic Mass 506.288
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 506.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C28H42O8/c1-10-15(5)12-22(30)34-21-13-20(14(3)4)25-23(17(21)7)28(35-26(31)16(6)11-2)36-27(32)24(25)18(8)33-19(9)29/h12,14,16,18,20-21,23-25,28H,7,10-11,13H2,1-6,8-9H3/b15-12+/t16?,18-,20+,21-,23+,24-,25+,28-/m1/s1
Smiles CCC(C)C(=O)O[C@H]1[C@@H]2[C@H]([C@@H](C[C@H](C2=C)OC(=O)/C=C(\C)/CC)C(C)C)[C@H](C(=O)O1)[C@@H](C)OC(=O)C
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 Tussilago Farfara (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042145