CHEBI:66073 - 1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside

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ChEBI Name 1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside
ChEBI ID CHEBI:66073
ChEBI ASCII Name 1-[(3-methylbutanoyl)phloroglucinyl]-beta-D-glucopyranoside
Definition A β-D-glucoside compound having a (3-methylbutanoyl)phloroglucinyl moiety at the anomeric position. Isolated from the whole plant of Indigofera heterantha, it exhibits lipoxygenase inhibitory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C17H24O9
Net Charge 0
Average Mass 372.36710
Monoisotopic Mass 372.14203
InChI InChI=1S/C17H24O9/c1-7(2)3-9(20)13-10(21)4-8(19)5-11(13)25-17-16(24)15(23)14(22)12(6-18)26-17/h4-5,7,12,14-19,21-24H,3,6H2,1-2H3/t12-,14-,15+,16-,17-/m1/s1
InChIKey SYVLRDXITUYNAK-USACIQFYSA-N
SMILES CC(C)CC(=O)c1c(O)cc(O)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Indigofera heterantha (NCBI:txid198880) Found in whole plant (BTO:0001461). See: PubMed
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.
lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside (CHEBI:66073) has functional parent phloroglucinol (CHEBI:16204)
1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside (CHEBI:66073) has role lipoxygenase inhibitor (CHEBI:35856)
1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside (CHEBI:66073) has role metabolite (CHEBI:25212)
1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside (CHEBI:66073) is a β-D-glucoside (CHEBI:22798)
1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside (CHEBI:66073) is a aromatic ketone (CHEBI:76224)
1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside (CHEBI:66073) is a polyphenol (CHEBI:26195)
IUPAC Name
3,5-dihydroxy-2-(3-methylbutanoyl)phenyl β-D-glucopyranoside
Synonym Source
2-β-D-glucopyranosyloxy-4,6-dihydroxyisovalerophenone ChEBI
Manual Xref Database
9660393 ChemSpider
View more database links
Registry Number Type Source
10035977 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15744094 PubMed citation Europe PMC
Last Modified
07 November 2013