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Picras-3-en-21-oic acid, 15-((3,4-dimethyl-1-oxo-2-pentenyl)oxy)-13,20-epoxy-1,11,12-trihydroxy-2,16-dioxo-,methyl ester, (1beta,11beta,12alpha,15beta(E))-

PubChem CID: 70697724

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Compound Synonyms Bruceanol D, methyl (1beta,11beta,12alpha,15beta)-15-{[(2E)-3,4-dimethylpent-2-enoyl]oxy}-1,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate, Picras-3-en-21-oic acid, 15-((3,4-dimethyl-1-oxo-2-pentenyl)oxy)-13,20-epoxy-1,11,12-trihydroxy-2,16-dioxo-,methyl ester, (1beta,11beta,12alpha,15beta(E))-, CHEBI:65526, Q27133975
Prediction Swissadme 0.0
Topological Polar Surface Area 166.0
Hydrogen Bond Donor Count 3.0
Inchi Key BOUBPFYATGCWDW-UENHEUQBSA-N
Fcsp3 0.7142857142857143
Rotatable Bond Count 6.0
Heavy Atom Count 39.0
Compound Name Picras-3-en-21-oic acid, 15-((3,4-dimethyl-1-oxo-2-pentenyl)oxy)-13,20-epoxy-1,11,12-trihydroxy-2,16-dioxo-,methyl ester, (1beta,11beta,12alpha,15beta(E))-
Prediction Hob Swissadme 0.0
Exact Mass 548.226
Formal Charge 0.0
Monoisotopic Mass 548.226
Isotope Atom Count 0.0
Molecular Complexity 1190.0
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 548.6
Database Name cmaup_ingredients;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 11.0
Iupac Name methyl (1R,2S,3R,6R,8S,12S,13S,14R,15R,16S,17S)-3-[(E)-3,4-dimethylpent-2-enoyl]oxy-12,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 1.0
Prediction Hob 0.0
Esol -3.632727000000002
Inchi InChI=1S/C28H36O11/c1-11(2)12(3)8-17(30)39-19-21-27-10-37-28(21,25(35)36-6)23(33)18(31)20(27)26(5)14(9-16(27)38-24(19)34)13(4)7-15(29)22(26)32/h7-8,11,14,16,18-23,31-33H,9-10H2,1-6H3/b12-8+/t14-,16+,18+,19+,20+,21+,22+,23-,26-,27+,28-/m0/s1
Smiles CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@H]4[C@H](C(=O)O3)OC(=O)/C=C(\C)/C(C)C)(OC5)C(=O)OC)O)O)C)O
Xlogp 1.3
Defined Bond Stereocenter Count 1.0
Molecular Formula C28H36O11