CHEBI:91163 - 5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid
ChEBI ID CHEBI:91163
ChEBI ASCII Name 5-(6-O-malonyl-beta-D-glucosyloxy)-indole-3-carboxylic acid
Definition An indolyl carbohydrate that is indole-3-carboxylic acid in which the hydrogen at position 5 is replaced by a 6-O-malonyl-β-D-glucosyloxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H19NO11
Net Charge 0
Average Mass 425.344
Monoisotopic Mass 425.09581
InChI InChI=1S/C18H19NO11/c20-12(21)4-13(22)28-6-11-14(23)15(24)16(25)18(30-11)29-7-1-2-10-8(3-7)9(5-19-10)17(26)27/h1-3,5,11,14-16,18-19,23-25H,4,6H2,(H,20,21)(H,26,27)/t11-,14-,15+,16-,18-/m1/s1
InChIKey WXIACXAKMZPXKX-AJZPPWIDSA-N
SMILES O([C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)COC(CC(=O)O)=O)C=2C=CC3=C(C2)C(=CN3)C(=O)O
Metabolite of Species Details
Arabidopsis thaliana (NCBI:txid3702) Found in root (BTO:0001188). See: PubMed
Arabidopsis thaliana (NCBI:txid3702) Found in root (BTO:0001188). See: MetaboLights Study
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid (CHEBI:91163) has functional parent indole-3-carboxylic acid (CHEBI:24809)
5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid (CHEBI:91163) has role plant metabolite (CHEBI:76924)
5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid (CHEBI:91163) is a β-D-glucoside (CHEBI:22798)
5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid (CHEBI:91163) is a dicarboxylic acid (CHEBI:35692)
5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid (CHEBI:91163) is a indolyl carbohydrate (CHEBI:24821)
5-(6-O-malonyl-β-D-glucosyloxy)-indole-3-carboxylic acid (CHEBI:91163) is a indolyl carboxylic acid (CHEBI:46867)
IUPAC Name
5-{[6-O-(carboxyacetyl)-β-D-glucopyranosyl]oxy}-1H-indole-3-carboxylic acid
Synonym Source
6-(Malonyl-GlcO)-I3CO2H ChEBI
Citation Waiting for Citations Type Source
25457500 PubMed citation Europe PMC
Last Modified
06 July 2016