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CHEBI:66822 - onosmin B

Default Structure
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:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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