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Micheliolide

PubChem CID: 442279

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Compound Synonyms MICHELIOLIDE, 68370-47-8, CHEBI:6922, (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one, Mecheliolide, DTXSID20331787, (3aS)-3abeta,4,5,7,8,9,9abeta,9balpha-Octahydro-9beta-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one, (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-3a,4,5,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2(3H)-one, C15H20O3, (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one, (3aS,9R,9aS,9bS,Z)-9-hydroxy-6,9-dimethyl-3-methylene-3,3a,4,5,7,8,9,9a-octahydroazuleno[4,5-b]furan-2(9bH)-one, C09507, CHEMBL449579, (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno(4,5-b)furan-2-one, (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno(4,5-b)furan-2-one, SCHEMBL18334099, DTXCID20282881, HMS3886D22, (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-2H,3H,3aH,4H,5H,7H,8H,9H,9aH,9bH-azuleno[4,5-b]furan-2-one, BCP28251, HY-N0847, BDBM50455476, EX-A11470, s9309, AKOS030526879, CCG-266942, NCGC00390768-03, AC-33982, AS-78222, DA-65449, Q27107361, (3aS)-3ass,4,5,7,8,9,9ass,9ba-Octahydro-9ss-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 46.5
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CCCC3CCCC2C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles CC=CCC[C@@][C@@H]5[C@@H][C@@H]CC%10))C=C)C=O)O5))))))C)O
Heavy Atom Count 18.0
Classyfire Class Lactones
Scaffold Graph Node Level CC1C(O)OC2C3CCCC3CCCC12
Classyfire Subclass Gamma butyrolactones
Isotope Atom Count 0.0
Molecular Complexity 462.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id n.a., P14618, Q8R4B8, Q96P20
Iupac Name (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 1.3
Gsk 4 400 Rule True
Molecular Formula C15H20O3
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCC=C1CCCC12
Inchi Key RDJAFOWISVMOJY-PWNZVWSESA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
Synonyms micheliolide
Esol Class Soluble
Functional Groups C=C1CCOC1=O, CC(C)=C(C)C, CO
Compound Name Micheliolide
Exact Mass 248.141
Formal Charge 0.0
Monoisotopic Mass 248.141
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 248.32
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C15H20O3/c1-8-4-5-11-9(2)14(16)18-13(11)12-10(8)6-7-15(12,3)17/h11-13,17H,2,4-7H2,1,3H3/t11-,12-,13-,15+/m0/s1
Smiles CC1=C2CC[C@@]([C@@H]2[C@@H]3[C@@H](CC1)C(=C)C(=O)O3)(C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids