(9R)-9-[(9R)-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: 157431
• 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-GTCVFCFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-9-[(9R)-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-[(9R)-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 A; 番泻苷 A

Database IDs

• CAS Number: 81-27-6
• EC Number: 201-339-9
• MDL Number: MFCD00151527
• Beilstein Number: 5723746
• PubChem SID: 162251568; 24885863
• PubChem CID: 16218404

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: ≥96.0% (HPLC)
• Grade: analytical standard; primary reference standard
• Empirical Formula (Hill Notation): C42H38O20

DETAILS

Sigma Aldrich - 01870575

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