SENNOSIDE A

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

OC[C@H]1O[C@@H](OC2=CC=CC3=C2C(=O)C4=C(O)C=C(C=C4[C@@H]3[C@@H]5C6=CC=CC(O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)=C6C(=O)C8=C(O)C=C(C=C58)C(O)=O)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=IPQVTOJGNYVQEO-KGFNBKMBSA-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: https://www.ncbi.nlm.nih.gov/pubmed/27765358 | https://www.ncbi.nlm.nih.gov/pubmed/2611933 | https://www.ncbi.nlm.nih.gov/pubmed/23207772 | https://www.drugbank.ca/drugs/DB11365 | https://www.ncbi.nlm.nih.gov/pubmed/21471799

Sennoside A, derived from the traditional chinese medicine plant Rheum L., has being shown to be a dual HIV-1 inhibitor effective on HIV-1 replication. Sennoside A is a kind of irritant laxative. It is also used for colonoscopy preparation. It mildly inhibits bovine serum monoamine oxidase with IC50 of 17uM.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Human immunodeficiency virus type 1 reverse transcriptase 70 Target ID: CHEMBL247 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27765358	Inhibitor 8504		1.9 µM [IC50]
Monoamine oxidase 32 Target ID: CHEMBL2111399 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2611933	Inhibitor 8504		17.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
HIV-1 infection 156 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27765358	Primary		Basic research	Unknown Approved Use Unknown
Constipation 112 Sources: https://www.drugs.com/ppa/senna.html http://www.pdr.net/drug-summary/Senokot-sennosides-3182	Primary		Approved 8583	Senokot Approved Use Senokot, Senokot EXTRA and others is a natural medicine used to treat constipation.

PubMed

Title	Date	PubMed
Agarwood induced laxative effects via acetylcholine receptors on loperamide-induced constipation in mice.	2010	20699592
Aurintricarboxylic acid inhibits influenza virus neuraminidase.	2009-02	19014974

Patents

Sample Use Guides

In Vivo Use Guide

Adults and children 12 years of age and over: The recommended starting dose is to use two 8.6 mg tablets by mouth once a day; maximum daily dose is 100 mg. Children 6 to 12 years of age: The recommended starting dose is to use one 8.6 mg by mouth once a day; maximum daily dose 50 mg a day. Children 2 to 6 years of age: The recommended dose is 4.3 to 17.2 mg per day.

Route of Administration: Oral

In Vitro Use Guide

Sennoside A and Sennoside B inhibited both HIV-1 RT-associated functions with IC50 values in the 2–5 uM range. Sennoside A inhibited the HIV-1 IN strand transfer activity with an IC50 value of 3.8 uM.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:08:48 GMT 2025` Edited by `admin` on `Mon Mar 31 18:08:48 GMT 2025`
Record UNII	2F1O30GVXH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SENNOSIDE A

Common Name

English

NSC-112929

Preferred Name

English

Sennoside a [WHO-DD]

Common Name

English

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

Systematic Name

English

(R*,R*)-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

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

Common Name

English

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

Systematic Name

English

SENNOSIDES SENNOSIDE A [MI]

Common Name

English

SENNOSIDE A [USP-RS]

Common Name

English

Code System Code Type Description

EVMPD

SUB15223MIG