SENNOSIDE B

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C42H38O20
Molecular Weight	862.7391
Optical Activity	UNSPECIFIED
Defined Stereocenters	12 / 12
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(C2=CC=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2C(=O)C4=C1C=C(C=C4O)C(O)=O)[C@]5([H])C6=C(C(=O)C7=C5C=C(C=C7O)C(O)=O)C(O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)=CC=C6

InChI

InChIKey=IPQVTOJGNYVQEO-AIFLABODSA-N

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

HIDE SMILES / InChI

Molecular Formula	C42H38O20
Molecular Weight	862.7391
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	12 / 12
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.hmdb.ca/metabolites/HMDB02783
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21471799 | https://www.ncbi.nlm.nih.gov/pubmed/19393247

Sennoside B is a member of the class of sennosides that used as the laxative. Sennosides are used all over the world as a treatment for constipation. Sennosides are hydroxyanthracene glycosides derived from Senna leaves. The phytoconstituents principally responsible for its characteristic action are two anthraquinone glycosides namely; Sennoside A and Sennoside B. Sennoside A and B together are responsible for up to 40 – 60% activity of crude senna. They have identical molecular weights and formulae and are in fact diastereomers with the same substituent (H) located in opposite directions. Sennoside B has reported that it has inhibitory effects on PDGF receptor signaling and cell proliferation induced by PDGF-BB in human osteosarcoma cells.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Potassium-transporting ATPase 31 Target ID: CHEMBL2095173 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11218732	Inhibitor 8297		650.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Constipation 112 Sources: https://www.drugs.com/cdi/sennosides.html	Primary		Approved 8429	SENNA Approved Use Unknown Launch Date 2012

PubMed

Title	Date	PubMed
Prospective randomized comparison of oral sodium phosphate and sennoside A+B calcium lavage for colonoscopy preparation.	2011 Apr	21471799

Patents

Sample Use Guides

In Vivo Use Guide

Adults and children 12 years of age or older - 2 tablets once a day starting dose. Each tablets contains 7.5 gm of Sennoside B.

Route of Administration: Oral

In Vitro Use Guide

Activation of cell metabolism and proliferation as reflected by NAD-dependent dehydrogenase activity was determined via chromogenic reduction of MTT. Osteosarcoma cells in a 96-well plates were allowed to reach 50% confluence (5×10^3 cells/well), starved for 24 h and incubated with different concentrations of sennoside B or vehicle (final concentration 0.5% DMSO) in the absence or presence of PDGFBB (20 ng/ml) in quintuplicate. After 24 and 48 h, cellswere incubated with 0.5 mg/ml MTT for 2 h at 37 °C. Formazan crystals resulting from MTT reduction were dissolved by adding 200 μl DMSO and gently agitating for 20 min. The absorbance of the supernatant was then measured spectrophotometrically at 570 nm using an ELISA reader.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:35:19 GMT 2023` Edited by `admin` on `Fri Dec 15 18:35:19 GMT 2023`
Record UNII	F887D1637W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SENNOSIDE B

Common Name

English

SENNOSIDE B [USP-RS]

Common Name

English

SENNOSIDES SENNOSIDE B [MI]

Common Name

English

NSC-112930

Code

English

SENNOSIDE B (CONSTITUENT OF SENNA LEAF AND PODS) [DSC]

Common Name

English

Sennoside b [WHO-DD]

Common Name

English

(9R,9'S)-5,5'-BIS(.BETA.-D-GLUCOPYRANOSYLOXY)-9,9',10,10'-TETRAHYDRO-4,4'-DIHYDROXY-10,10'-DIOXO(9,9'-BIANTHRACENE)-2,2'-DICARBOXYLIC ACID

Common Name

English

Code System Code Type Description

RXCUI

56161