(9R)-9-[(9S)-2-carboxy-4-hydroxy-10-oxo-5-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracen-9-yl]-4-hydroxy-10-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-2-carboxylic acid

• ChemBase ID: 156463
• Molecular Formular: C42H38O20
• Molecular Mass: 862.73912
• Monoisotopic Mass: 862.19564362
• SMILES: c1cc2c(c(c1)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C(=O)c1c(cc(cc1O)C(=O)O)[C@@H]2[C@H]1c2cccc(c2C(=O)c2c1cc(cc2O)C(=O)O)OC1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1OC(Oc2cccc3c2C(=O)c2c([C@H]3[C@H]3c4cc(cc(c4C(=O)c4c3cccc4O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)C(=O)O)cc(cc2O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26+,31-,32-,35+,36+,37-,38-,41-,42?/m1/s1
• InChIKey: IPQVTOJGNYVQEO-OVYIKYHGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-9-[(9S)-2-carboxy-4-hydroxy-10-oxo-5-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracen-9-yl]-4-hydroxy-10-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-2-carboxylic acid
• IUPAC Traditional name: (9R)-9-[(9S)-2-carboxy-4-hydroxy-10-oxo-5-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9H-anthracene-2-carboxylic acid
• Synonyms: Sennoside B; 番泻苷 B

Database IDs

• CAS Number: 128-57-4
• EC Number: 204-895-0
• MDL Number: MFCD00151528
• Beilstein Number: 5723747
• PubChem SID: 162250601; 24886825
• PubChem CID: 16218503

CALCULATED PROPERTIES

• Acid pKa: 3.226634
• H Acceptors: 20
• H Donor: 12
• LogD (pH = 5.5): -2.741964
• LogD (pH = 7.4): -5.5517898
• Log P: 1.1882374
• Molar Refractivity: 205.4432 cm^3
• Polarizability: 79.96686 Å^3
• Polar Surface Area: 347.96 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥94.5% (HPLC)
• Grade: analytical standard; primary reference standard
• Empirical Formula (Hill Notation): C42H38O20

DETAILS

Sigma Aldrich - 00530580

Application
Reference standard in the analysis of herbal medicinal products.
General description
Produced and qualified by HWI AnalytikExact content by quantitative NMR can be found on the certificate

Sigma Aldrich - 75412

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 75412.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.