Picras-3-en-21-oic acid, 13,20-epoxy-3-(beta-D-glucopyranosyloxy)-11,12-dihydroxy-6-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxo-, methyl ester, (6alpha,11beta,12alpha)-

HCID 73122

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Basic information

CAS: 141271-79-6
Standard SMILES: COC(=O)C12OC[C@]34[C@H](OC(=O)C[C@@H]13)[C@H](OC(=O)C=C(C)C)[C@H]1C(C)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C[C@]1(C)[C@H]4[C@@H](O)[C@@H]2O
InChIKey: ASOOSZCOBHWYHJ-VRLQPTCESA-N
Molecular formula: C32H42O16
Average molar mass: 682.7 g/mol
Monoisotopic mass: 682.24728525

Names & identifiers

Preferred name: Picras-3-en-21-oic acid, 13,20-epoxy-3-(beta-D-glucopyranosyloxy)-11,12-dihydroxy-6-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxo-, methyl ester, (6alpha,11beta,12alpha)-
IUPAC: methyl (1R,2R,6S,7R,8R,13R,14R,15R,16S)-15,16-dihydroxy-9,13-dimethyl-7-(3-methylbut-2-enoyloxy)-4,11-dioxo-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
English name: bruceoside C
Molecular formula: C32H42O16
Molecular weight: 682.67

Names & synonyms

Picras-3-en-21-oic acid, 13,20-epoxy-3-(beta-D-glucopyranosyloxy)-11,12-dihydroxy-6-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxo-, methyl ester, (6alpha,11beta,12alpha)-DTXSID80931060methyl (1R,2R,6S,7R,8R,13R,14R,15R,16S)-15,16-dihydroxy-9,13-dimethyl-7-(3-methylbut-2-enoyloxy)-4,11-dioxo-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylateMethyl (13xi)-3-(beta-D-glucopyranosyloxy)-11beta,12alpha-dihydroxy-6alpha-[(3-methylbut-2-enoyl)oxy]-2,16-dioxo-13,20-epoxypicras-3-en-21-oateMethyl 3-(hexopyranosyloxy)-11,12-dihydroxy-6-[(3-methylbut-2-enoyl)oxy]-2,16-dioxo-13,20-epoxypicras-3-en-21-oatebruceoside CPicras-3-en-21-oic acid, 13,20-epoxy-3-(β-D-glucopyranosyloxy)-11,12-dihydroxy-6-[(3-methyl-1-oxo-2-butenyl)oxy]-2,16-dioxo-, methyl ester, (6α,11β,12α)- (9CI)

Database identifiers

CAS: 141271-79-6

Properties

Computed structural properties

XLogP: -1.1
Topological polar surface area: 245 Å²
Hydrogen bond donors: 6
Hydrogen bond acceptors: 16
Rotatable bonds: 8
Heavy atoms: 48
Formal charge: 0
Complexity: 1,450

Physicochemical properties

Boiling point: 898.042 · 898.042±65.00 °C(Press: 760.00 Torr)(predicted)
Density: 1.553 · 1.553±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
pka: 12.505 · 12.505±0.70(predicted)

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