EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65388 - Aloe C-glucosylchromone

ChEBI IDCHEBI:65388
ChEBI NameAloe C-glucosylchromone
Stars
ASCII NameAloe C-glucosylchromone
DefinitionA C-glycosyl compound consisting of 2-[(2R)-2-hydroxypropyl]-7-methoxy-5-methyl-4H-chromen-4-one substituted by a β-D-[2-O-(E)-cinnamoyl]glucopyranosyl residue at position 8 via a C-glycosidic linkage. It is isolated from the leaves of Aloe barbadensis and exhibits anti-inflammatory activity.
Last Modified21 August 2013
DownloadsMolfile
FormulaC29H32O10
Net Charge0
Average Mass540.565
Monoisotopic Mass540.19955
SMILES[H][C@@]1(c2c(OC)cc(C)c3c(=O)cc(C[C@@H](C)O)oc23)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1OC(=O)/C=C/c1ccccc1
InChIInChI=1S/C29H32O10/c1-15-11-20(36-3)24(27-23(15)19(32)13-18(37-27)12-16(2)31)28-29(26(35)25(34)21(14-30)38-28)39-22(33)10-9-17-7-5-4-6-8-17/h4-11,13,16,21,25-26,28-31,34-35H,12,14H2,1-3H3/b10-9+/t16-,21-,25-,26+,28+,29-/m1/s1
InChIKeyYDJIHVUNYBLYLF-CNYNUZHASA-N
Species of MetaboliteComponentSourceComments
Aloe barbadensis (IPNI:529240-1) leaf (BTO:0000713) PubMed (8778246)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
Aloe C-glucosylchromone (CHEBI:65388) has role anti-inflammatory agent (CHEBI:67079)
Aloe C-glucosylchromone (CHEBI:65388) has role metabolite (CHEBI:25212)
Aloe C-glucosylchromone (CHEBI:65388) is a C-glycosyl compound (CHEBI:20857)
Aloe C-glucosylchromone (CHEBI:65388) is a chromones (CHEBI:23238)
Aloe C-glucosylchromone (CHEBI:65388) is a cinnamate ester (CHEBI:36087)
Aloe C-glucosylchromone (CHEBI:65388) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(1S)-1,5-anhydro-1-{2-[(2R)-2-hydroxypropyl]-7-methoxy-5-methyl-4-oxo-4H-chromen-8-yl}-2-O-[(2E)-3-phenylprop-2-enoyl]-D-glucitol
Synonym  Source
8-[C-β-D-[2-O-(E)-cinnamoyl]glucopyranosyl]-2-[(R)-2-hydroxypropyl]-7-methoxy-5-methylchromoneChEBI
Citations