CHEBI:74131 - aloin B

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ChEBI Name aloin B
ChEBI ID CHEBI:74131
Definition A C-glycosyl compound that is β-D-glucopyranose in which the anomeric hydroxy group is replaced by a 4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl moiety (the 9R diastereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H22O9
Net Charge 0
Average Mass 418.39400
Monoisotopic Mass 418.12638
InChI InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14-,17-,19+,20-,21+/m1/s1
InChIKey AFHJQYHRLPMKHU-WEZNYRQKSA-N
SMILES [H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@]1([H])c2cccc(O)c2C(=O)c2c(O)cc(CO)cc12
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing aloin B (CHEBI:74131) has role laxative (CHEBI:50503)
aloin B (CHEBI:74131) has role metabolite (CHEBI:25212)
aloin B (CHEBI:74131) is a C-glycosyl compound (CHEBI:20857)
aloin B (CHEBI:74131) is a anthracenes (CHEBI:46955)
aloin B (CHEBI:74131) is a cyclic ketone (CHEBI:3992)
aloin B (CHEBI:74131) is a phenols (CHEBI:33853)
Incoming aloin (CHEBI:73222) has part aloin B (CHEBI:74131)
IUPAC Name
(1S)-1,5-anhydro-1-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl]-D-glucitol
Synonyms Sources
Aloin B KEGG COMPOUND
isobarbaloin KEGG COMPOUND
Manual Xref Database
C17778 KEGG COMPOUND
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Registry Numbers Types Sources
28371-16-6 CAS Registry Number KEGG COMPOUND
5655084 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11254203 PubMed citation Europe PMC
12203274 PubMed citation Europe PMC
12693631 PubMed citation Europe PMC
16827309 PubMed citation Europe PMC
20126360 PubMed citation Europe PMC
9853419 PubMed citation Europe PMC
Last Modified
28 July 2014