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CHEBI:66822 - onosmin B

ChEBI IDCHEBI:66822
ChEBI Nameonosmin B
Stars
DefinitionA benzoate ester obtained by the fromal condensation of the carboxy group of onosmin A with methanol. Isolated from Onosma hispida, it exhibits inhibitory activity against lipoxygenase.
Last Modified18 April 2013
DownloadsMolfile
FormulaC16H17NO2
Net Charge0
Average Mass255.317
Monoisotopic Mass255.12593
SMILESCOC(=O)c1ccccc1NCc1ccc(C)cc1
InChIInChI=1S/C16H17NO2/c1-12-7-9-13(10-8-12)11-17-15-6-4-3-5-14(15)16(18)19-2/h3-10,17H,11H2,1-2H3
InChIKeyYBTJTIATNGZKEJ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Onosma hispida (IPNI:119681-1) whole plant (BTO:0001461) PubMed (16079517)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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)
onosmin B (CHEBI:66822) has functional parent onosmin A (CHEBI:66821)
onosmin B (CHEBI:66822) has role lipoxygenase inhibitor (CHEBI:35856)
onosmin B (CHEBI:66822) has role metabolite (CHEBI:25212)
onosmin B (CHEBI:66822) is a benzoate ester (CHEBI:36054)
onosmin B (CHEBI:66822) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
methyl 2-[(4-methylbenzyl)amino]benzoate
Registry NumbersSources
Reaxys:10075408Reaxys
Citations