Structure Database (LMSD)

Common Name
Sennoside B
Systematic Name
Synonyms
LM ID
LMPK13040017
Formula
Exact Mass
Calculate m/z
862.195651
Status
Curated



Classification

Biological Context

Sennoside B is a glycoside that has been found in C. acutifolia and has laxative and gastroprotective activities.1,2 It inhibits H+/K+-ATPase activity in isolated rat stomach mucosa and increases levels of prostaglandin E2 (PGE2) in AGS gastric cells when used at a concentration of 100 µM.2 Sennoside B (100 mg/kg) increases the intestinal transport rate by 72.2% but has no effect on the gastric emptying rate in mice. It reduces lesion indices by 39.9 and 62.9% in HCl/ethanol-induced gastritis and indomethacin-induced gastric ulcers, respectively, in rats when administered at a dose of 100 mg/kg. Formulations containing sennoside B have been used in the treatment of constipation.

This information has been provided by Cayman Chemical

References

1. Hwang, I.Y., and Jeong, C.S. Gastroprotective activities of sennoside A and sennoside B via the up-regulation of prostaglandin E2 and the inhibition of H+/K+-ATPase. Biomol. Ther. (Seoul) 23(5), 458-464 (2015).
2. Franz, G. The senna drug and its chemistry. Pharmacology 47(Suppl 1), 2-6 (1993).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rheum palmatum (#137221)
Magnoliopsida (#3398)
The sennoside content of Rheum palmatum.,
Planta Med, 1972
Pubmed ID: 5047476

String Representations

InChiKey (Click to copy)
IPQVTOJGNYVQEO-AIFLABODSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@]1([H])(C2C=CC=C(O[C@H]3[C@H](O)[C@H]([C@H](O)[C@@H](CO)O3)O)C=2C(=O)C2C(O)=CC(C(=O)O)=CC1=2)[C@]1([H])C2C=CC=C(O[C@H]3[C@H](O)[C@H]([C@H](O)[C@@H](CO)O3)O)C=2C(=O)C2C(O)=CC(C(=O)O)=CC1=2

Other Databases

KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 62
Rings 8
Aromatic Rings 4
Rotatable Bonds 9
Van der Waals Molecular Volume 726.24
Topological Polar Surface Area 352.10
Hydrogen Bond Donors 12
Hydrogen Bond Acceptors 20
logP 2.34
Molar Refractivity 208.46

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Created at
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Updated at
20th Feb 2025