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[(1S,2R,4R,6S,7Z,10R)-6-acetyloxy-12-(acetyloxymethyl)-4,8-dimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradeca-7,11-dien-10-yl] 2-methylprop-2-enoate

PubChem CID: 101218858

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 118.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCCCC3CC3C2C1
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles CC=O)OCC=C[C@@H]C/C=C[C@H]C[C@@][C@@H][C@H]%10OC%13=O))))O3))C)))OC=O)C)))))/C)))OC=O)C=C)C
Heavy Atom Count 32.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2CCCCCCC3OC3C2O1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 928.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [(1S,2R,4R,6S,7Z,10R)-6-acetyloxy-12-(acetyloxymethyl)-4,8-dimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradeca-7,11-dien-10-yl] 2-methylprop-2-enoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.0
Gsk 4 400 Rule False
Molecular Formula C23H28O9
Scaffold Graph Node Bond Level O=C1C=C2CCC=CCCC3OC3C2O1
Inchi Key SRMBMFNQVJKFFX-FTJHWHSRSA-N
Silicos It Class Soluble
Rotatable Bond Count 8.0
Synonyms glaucolide e
Esol Class Soluble
Functional Groups C/C(C)=CC, C=C(C)C(=O)OC, CC(=O)OC, CC1=C(C)COC1=O, COC(C)=O, C[C@@]1(C)O[C@@H]1C
Compound Name [(1S,2R,4R,6S,7Z,10R)-6-acetyloxy-12-(acetyloxymethyl)-4,8-dimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradeca-7,11-dien-10-yl] 2-methylprop-2-enoate
Exact Mass 448.173
Formal Charge 0.0
Monoisotopic Mass 448.173
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 448.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C23H28O9/c1-11(2)21(26)30-17-8-12(3)7-15(29-14(5)25)9-23(6)20(32-23)19-18(17)16(22(27)31-19)10-28-13(4)24/h7,15,17,19-20H,1,8-10H2,2-6H3/b12-7-/t15-,17-,19+,20-,23-/m1/s1
Smiles C/C/1=C/[C@H](C[C@@]2([C@H](O2)[C@@H]3C(=C(C(=O)O3)COC(=O)C)[C@@H](C1)OC(=O)C(=C)C)C)OC(=O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids