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[(3aR,4S,6aR,8S,9S,9aR,9bR)-8-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate

PubChem CID: 102090415

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 93.1
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C(CCC(C)C3CCCC32)C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles OCC=C)C=O)O[C@H]CC=C)[C@H][C@@H][C@@H][C@@H]7C=C)C=O)O5)))))[C@@H][C@H]C5)O))C
Heavy Atom Count 25.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC2C(C)C(O)OC2C2CCCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 650.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(3aR,4S,6aR,8S,9S,9aR,9bR)-8-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.4
Gsk 4 400 Rule True
Molecular Formula C19H24O6
Scaffold Graph Node Bond Level C=C1CCC2C(=C)C(=O)OC2C2CCCC12
Inchi Key LUUQJBCYJIHGPD-PDGWKQKYSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms muricatin
Esol Class Soluble
Functional Groups C=C(C)C, C=C(C)C(=O)OC, C=C1CCOC1=O, CO
Compound Name [(3aR,4S,6aR,8S,9S,9aR,9bR)-8-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
Exact Mass 348.157
Formal Charge 0.0
Monoisotopic Mass 348.157
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 348.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C19H24O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h10,12-17,20-21H,1-2,4-7H2,3H3/t10-,12+,13+,14+,15+,16-,17-/m1/s1
Smiles C[C@@H]1[C@H](C[C@@H]2[C@H]1[C@@H]3[C@@H]([C@H](CC2=C)OC(=O)C(=C)CO)C(=C)C(=O)O3)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

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