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Glaucolide B

PubChem CID: 442250

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Compound Synonyms Glaucolide B, CHEMBL4278902, 11091-27-3, C09465, CHEBI:5375, DTXSID50911894, BDBM50466096, Q27106740, [(1S,2R,4R,8R,10S)-8,10-diacetyloxy-4,8-dimethyl-7,13-dioxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-11-en-12-yl]methyl acetate, 8-[(Acetyloxy)methyl]-1a,5-dimethyl-4,9-dioxo-1a,2,3,4,5,6,7,9,10a,10b-decahydrooxireno[9,10]cyclodeca[1,2-b]furan-5,7-diyl diacetate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 135.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC2CC(C)CC2C2CC2CC1
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles CC=O)OCC=C[C@@H]OC=O)C)))C[C@@]C)OC=O)C)))C=O)CC[C@@][C@@H][C@H]%10OC%13=O))))O3))C
Heavy Atom Count 31.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCCC2CC(O)OC2C2OC2CC1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 873.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id Q4QEW7, Q02127
Iupac Name [(1S,2R,4R,8R,10S)-8,10-diacetyloxy-4,8-dimethyl-7,13-dioxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-11-en-12-yl]methyl acetate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.5
Gsk 4 400 Rule False
Molecular Formula C21H26O10
Scaffold Graph Node Bond Level O=C1CCCC2=CC(=O)OC2C2OC2CC1
Inchi Key JNLNEIIZZQABDP-ZBWGKUOUSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms glaucolide b
Esol Class Very soluble
Functional Groups CC(=O)OC, CC(C)=O, CC1=C(C)COC1=O, COC(C)=O, C[C@@]1(C)O[C@@H]1C
Compound Name Glaucolide B
Exact Mass 438.153
Formal Charge 0.0
Monoisotopic Mass 438.153
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 438.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H26O10/c1-10(22)27-9-13-16-14(28-11(2)23)8-21(5,30-12(3)24)15(25)6-7-20(4)18(31-20)17(16)29-19(13)26/h14,17-18H,6-9H2,1-5H3/t14-,17-,18+,20+,21+/m0/s1
Smiles CC(=O)OCC1=C2[C@H](C[C@@](C(=O)CC[C@@]3([C@@H]([C@H]2OC1=O)O3)C)(C)OC(=O)C)OC(=O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Sesquiterpenoids