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CHEBI:66074 - 1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside

Default Structure
ChEBI IDCHEBI:66074
ChEBI Name1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside
Stars
ASCII Name1-[(pentanoyl)-phloroglucinyl]-beta-D-glucopyranoside
DefinitionA β-D-glucoside compound having a (pentanoyl)-phloroglucinyl moiety at the anomeric position. Isolated from the whole plant of Indigofera heterantha, it exhibits lipoxygenase inhibitory activity.
Last Modified7 November 2013
DownloadsMolfile
FormulaC17H24O9
Net Charge0
Average Mass372.370
Monoisotopic Mass372.14203
SMILESCCCCC(=O)c1c(O)cc(O)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C17H24O9/c1-2-3-4-9(20)13-10(21)5-8(19)6-11(13)25-17-16(24)15(23)14(22)12(7-18)26-17/h5-6,12,14-19,21-24H,2-4,7H2,1H3/t12-,14-,15+,16-,17-/m1/s1
InChIKeyZVEZLHVYHCHUEI-USACIQFYSA-N
Species of MetaboliteComponentSourceComments
Indigofera heterantha (ncbitaxon:198880) whole plant (BTO:0001461) PubMed (15744094)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside (CHEBI:66074) has functional parent phloroglucinol (CHEBI:16204)
1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside (CHEBI:66074) has role lipoxygenase inhibitor (CHEBI:35856)
1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside (CHEBI:66074) has role metabolite (CHEBI:25212)
1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside (CHEBI:66074) is a aromatic ketone (CHEBI:76224)
1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside (CHEBI:66074) is a catechols (CHEBI:33566)
1-[(pentanoyl)-phloroglucinyl]-β-D-glucopyranoside (CHEBI:66074) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
3,5-dihydroxy-2-pentanoylphenyl β-D-glucopyranoside
Registry NumbersSources
Reaxys:10122424Reaxys
Citations