sennoside A (CHEBI:9112)

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CHEBI:9112 - sennoside A

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ChEBI ID	CHEBI:9112
ChEBI Name	sennoside A
Stars
Definition	A member of the class of sennosides that is rel-(9R,9'R)-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid which is substituted by hydroxy groups at positions 4 and 4', by β-D-glucopyranosyloxy groups at positions 5 and 5', and by oxo groups at positions 10 and 10'. The exact stereochemisty at positions 9 and 9' is not known - it may be R,R (as shown) or S,S.
Last Modified	7 January 2015
Downloads	Molfile

Formula	C42H38O20
Net Charge	0
Average Mass	862.746
Monoisotopic Mass	862.19564
SMILES	[H][C@]1([C@@]2([H])c3cc(C(=O)O)cc(O)c3C(=O)c3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cccc32)c2cc(C(=O)O)cc(O)c2C(=O)c2c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cccc21
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-KGFNBKMBSA-N

Species of Metabolite	Component	Source	Comments
Rheum rhabarbarum (ncbitaxon:333310)	-	Article (Chem. Pharm. Bull., 1974, v22(4), 823-831.)

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. cathartic Any substance that accelerates defecation. Compare with laxatives, which are substances that ease defecation (usually by softening faeces). A substance can be both a laxative and a cathartic.
Application:	laxative An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.

ChEBI Ontology

Outgoing Relation(s)
	sennoside A (CHEBI:9112) is a oxo dicarboxylic acid (CHEBI:36145)
	sennoside A (CHEBI:9112) is a sennosides (CHEBI:84154)
Incoming Relation(s)
	sennoside (CHEBI:34974) has part sennoside A (CHEBI:9112)

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

Synonym	Source
(−)-(9R,9'R)-5,5'-bis(β-D-glucopyranosyloxy)-4,4'-dihydroxy-10,10'-dioxo-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid	ChEBI

Manual Xrefs	Databases
C00002863	KNApSAcK
C10404	KEGG COMPOUND
HMDB0034317	HMDB
LMPK13040016	LIPID MAPS

Registry Numbers	Sources
Reaxys:5723747	Reaxys
CAS:81-27-6	ChemIDplus
CAS:81-27-6	KEGG COMPOUND

Citations