CHEBI:2991 - aloin A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name aloin A
ChEBI ID CHEBI:2991
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 9S diastereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H22O9
Net Charge 0
Average Mass 418.39400
Monoisotopic Mass 418.126
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-OSYMLPPYSA-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 A (CHEBI:2991) has role laxative (CHEBI:50503)
aloin A (CHEBI:2991) has role metabolite (CHEBI:25212)
aloin A (CHEBI:2991) is a C-glycosyl compound (CHEBI:20857)
aloin A (CHEBI:2991) is a anthracenes (CHEBI:46955)
aloin A (CHEBI:2991) is a cyclic ketone (CHEBI:3992)
aloin A (CHEBI:2991) is a phenols (CHEBI:33853)
Incoming aloin (CHEBI:73222) has part aloin A (CHEBI:2991)
IUPAC Name
(1S)-1,5-anhydro-1-[(9S)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl]-D-glucitol
Synonyms Sources
Aloin A KEGG COMPOUND
Barbaloin KEGG COMPOUND
Manual Xrefs Databases
C00002797 KNApSAcK
C10305 KEGG COMPOUND
HMDB0035219 HMDB
View more database links
Registry Numbers Types Sources
1415-73-2 CAS Registry Number KEGG COMPOUND
6077558 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17269040 PubMed citation Europe PMC
23569857 PubMed citation Europe PMC
3246014 PubMed citation Europe PMC
Last Modified
28 July 2014