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[(3aR,4R,5R,6R,9Z,11aR)-4-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-4,5,6,7,11,11a-hexahydro-3aH-cyclodeca[b]furan-5-yl] (E)-2-methylbut-2-enoate

PubChem CID: 6445538

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Compound Synonyms Vicolide B, 81344-93-6, 2-Butenoic acid, 2-methyl-, 2,3,3a,4,5,6,7,8,11,11a-decahydro-4-hydroxy-6,10-dimethyl-3-methylene-2,8-dioxocyclodeca(b)furan-5-yl ester, (3aR-(3aR*,4R*,5R*(Z),6R*,9Z,11aR*))-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 89.9
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCCC2C(CCC1)CC(C)C2C
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles C/C=C/C=O)O[C@@H][C@H]C)CC=O)/C=CC[C@@H][C@@H][C@H]%10O))C=C)C=O)O5))))))/C)))))))))C
Heavy Atom Count 26.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CCCC(O)CCCCC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 686.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [(3aR,4R,5R,6R,9Z,11aR)-4-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-4,5,6,7,11,11a-hexahydro-3aH-cyclodeca[b]furan-5-yl] (E)-2-methylbut-2-enoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.2
Gsk 4 400 Rule True
Molecular Formula C20H26O6
Scaffold Graph Node Bond Level C=C1C(=O)OC2CC=CC(=O)CCCCC12
Inchi Key ZQOKMZFGSMWPTI-LXTYMCCDSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms vicolide b
Esol Class Soluble
Functional Groups C/C=C(C)C(=O)OC, C=C1CCOC1=O, CC(=O)/C=C(C)C, CO
Compound Name [(3aR,4R,5R,6R,9Z,11aR)-4-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-4,5,6,7,11,11a-hexahydro-3aH-cyclodeca[b]furan-5-yl] (E)-2-methylbut-2-enoate
Exact Mass 362.173
Formal Charge 0.0
Monoisotopic Mass 362.173
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 362.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H26O6/c1-6-11(3)19(23)26-18-12(4)9-14(21)7-10(2)8-15-16(17(18)22)13(5)20(24)25-15/h6-7,12,15-18,22H,5,8-9H2,1-4H3/b10-7-,11-6+/t12-,15-,16+,17-,18-/m1/s1
Smiles C/C=C(\C)/C(=O)O[C@@H]1[C@@H](CC(=O)/C=C(\C[C@@H]2[C@@H]([C@H]1O)C(=C)C(=O)O2)/C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 2.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

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