sennoside A (Q27108275)

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chemical compound

(-)-(9R*,9'R*)-5,5'-bis(beta-D-glucopyranosyloxy)-4,4'-dihydroxy-10,10'-dioxo-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid

Language	Label	Description	Also known as
English	sennoside A	chemical compound	(-)-(9R,9'R)-5,5'-bis(beta-D-glucopyranosyloxy)-4,4'-dihydroxy-10,10'-dioxo-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid

Statements

type of chemical entity

0 references

anthrone polyketide

0 references

aromatic polyketide

0 references

1 reference

based on heuristic

inferred from SMILES

chemical structure

Sennoside A.svg
975 × 990; 43 KB

0 references

862.196±0 dalton

1 reference

language of work or name

Sennoside A (English)

18 November 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChIKey

(9S)-9-[(9R)-2-Carboxy-4-hydroxy-10-oxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid

1 reference

based on heuristic

inferred from InChI

(9S)-9-[(9S)-2-carboxy-4-hydroxy-10-oxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid

1 reference

based on heuristic

inferred from InChI

chemical formula

C₄₂H₃₈O₂₀

1 reference

language of work or name

Sennoside A (English)

18 November 2016

canonical SMILES

C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C2C5C6=C(C(=CC=C6)OC7C(C(C(C(O7)CO)O)O)O)C(=O)C8=C5C=C(C=C8O)C(=O)O)C=C(C=C4O)C(=O)O

1 reference

language of work or name

Sennoside A (English)

18 November 2016

isomeric SMILES

C1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C([C@@H]2[C@@H]5C6=C(C(=CC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)C8=C5C=C(C=C8O)C(=O)O)C=C(C=C4O)C(=O)O

1 reference

language of work or name

Sennoside A (English)

18 November 2016

4 references

Ethnopharmacologic study of Chinese rhubarb

Rapid and simple determination of sennoside A and B in rhei rhizoma by ion-pair high-performance liquid chromatography

Tissue Culture of Rhubarb and Isolation of Sennosides from the Callus

Capillary-isotachophoretic detection and identification of sennosides A and B in extracts of crude plant drugs.

Rheum tanguticum

2 references

Ethnopharmacologic study of Chinese rhubarb

Chemical Investigation of the Crude Drugs Stored in Shosoin for over Twelve Hundred Years

Senna podocarpa

1 reference

Cassia podocarpa as Substitute for Official Senna

Senna alexandrina

11 references

Cassia podocarpa as Substitute for Official Senna

Reverse-phase High Performance Liquid Chromatography of Sennosides in Cassia angustifolia

High-pressure liquid chromatographic analysis of sennosides A and B purgative drugs

An improved method for the analysis of sennosides in Cassia angustifolia by high-performance liquid chromatography

LC-MS and CZE of dianthrones fromCassia Angustifolia andAcutifolia

Determination of 1,8-dihydroxyanthranoids in senna

Transport of sennosides and sennidines from Cassia angustifolia and Cassia senna across Caco-2 monolayers--an in vitro model for intestinal absorption

Determination of sennosides A and B in Senna extracts by high-performance liquid chromatography

Increasing sennoside yields in tinnevelly senna (Cassia angustifolia) I: effects of drought, foliar nitrogen spray and crop type

Two-year carcinogenicity study with sennosides in the rat: emphasis on gastro-intestinal alterations

Capillary-isotachophoretic detection and identification of sennosides A and B in extracts of crude plant drugs.

1 reference

Seasonal variations in the content of sennosides in leaves and pods of twoCassia fistula populations

2 references

Ultrastructure of mouse intestinal mucosa and changes observed after long term anthraquinone administration

Comparison on extraction yield of sennoside A and sennoside B from senna (Cassia angustifolia) using conventional and non conventional extraction techniques and their quantification using a validated HPLC-PDA detection method.

Rheum officinale

1 reference

Studies on rhubarb (Rhei Rhizoma). XIV. Isolation and characterization of stilbene glucosides from chinese rhubarb.

1 reference

Chemical Constituents of Rheum ribes L.

3 references

Determination of five major anthraquinoids in Chinese herbal preparations by micellar electrokinetic capillary electrophoresis

[Determination of sennoside A in oriental pharmaceutical decoctions containing Rhei Rhizoma by ion-pair high-performance liquid chromatography]

Study of various rhubarbs regarding the cathartic effect and endotoxin-induced disseminated intravascular coagulation

Fallopia japonica var. japonica

1 reference

Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity.

medical condition treated

Food and Drug Administration

1 reference

Inxight: Drugs Database

2 November 2018

https://drugs.ncats.io/drug/2F1O30GVXH

https://www.medicinenet.com/sennosides_aandb-oral_tablet/article.htm

Identifiers

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

1 reference

language of work or name

Sennoside A (English)

18 November 2016

IPQVTOJGNYVQEO-KGFNBKMBSA-N

2 references

language of work or name

Sennoside A (English)

18 November 2016

ChEBI release 2020-09-01

CAS Registry Number

1 reference

Global Substance Registration System

language of work or name

sennoside a (English)

18 November 2016

1 reference

language of work or name

Sennoside (English)

18 November 2016

2 references

language of work or name

Sennoside A (English)

18 November 2016

matched by identifier from

IPQVTOJGNYVQEO-KGFNBKMBSA-N

Reaxys registry number

5723747

1 reference

language of work or name

sennoside A (English)

5 October 2016

mapping relation type

2 references

language of work or name

Sennoside A (English)

18 November 2016

matched by identifier from

International Chemical Identifier

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

1 reference

language of work or name

Sennoside A (English)

18 November 2016

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

IPQVTOJGNYVQEO-KGFNBKMBSA-N

UniChem compound ID

1 reference

MassBank accession ID

MSBNK-Univ_Toyama-TY000200

0 references

MSBNK-Univ_Toyama-TY000201

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splash10-00dr-0090080000-b00304ad8c3e233399cb

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splash10-002r-0196402020-ff8b37f085408f0257b2

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splash10-00di-0090000000-c2be1e87625e3835dfbb

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DSSTox substance ID

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

matched by identifier from

IPQVTOJGNYVQEO-KGFNBKMBSA-N

DSSTOX compound identifier

0 references

0 references

0 references

1 reference

Global Substance Registration System

language of work or name

sennoside a (English)

18 November 2016

ECHA Substance Infocard ID

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

Sennoside A (English)

CAS no.: 81-27-6 (English)

Human Metabolome Database ID

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

IPQVTOJGNYVQEO-KGFNBKMBSA-N

1 reference

language of work or name

sennoside A (English)

5 October 2016

2 references

Global Substance Registration System

language of work or name

sennoside a (English)

18 November 2016

matched by identifier from

IPQVTOJGNYVQEO-KGFNBKMBSA-N

Probes And Drugs ID

0 references

1 reference

language of work or name

sennoside A (English)

5 October 2016

0 references

Sitelinks

Wikipedia(0 entries)

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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