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CHEBI:66496 - YM-47522

ChEBI IDCHEBI:66496
ChEBI NameYM-47522
Stars
DefinitionA cinnamate ester obtained by the formal condensation of the carboxy group of trans-cinnamic acid with the 9-hydroxy group of 7,9-dihydroxy-8,10-dimethyltrideca-2,4-dienamide (the 4R,5S,6R,7R,9E,11Z stereoisomer). It is obtained from the fermentation broth of Bacillus sp.YL-03709B and exhibits antifungal activity.
Last Modified7 March 2018
DownloadsMolfile
FormulaC24H33NO4
Net Charge0
Average Mass399.531
Monoisotopic Mass399.24096
SMILESCCC[C@@H](C)[C@H](OC(=O)/C=C/c1ccccc1)[C@H](C)[C@H](O)C/C=C/C=C\C(N)=O
InChIInChI=1S/C24H33NO4/c1-4-11-18(2)24(19(3)21(26)14-9-6-10-15-22(25)27)29-23(28)17-16-20-12-7-5-8-13-20/h5-10,12-13,15-19,21,24,26H,4,11,14H2,1-3H3,(H2,25,27)/b9-6+,15-10-,17-16+/t18-,19-,21-,24+/m1/s1
InChIKeyOJAGQZQYWOJBHT-PKJHRQCFSA-N
Species of MetaboliteComponentSourceComments
Bacillus sp. (ncbitaxon:1409) - PubMed (8641995) Strain: YL 03709B
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.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
YM-47522 (CHEBI:66496) has role antifungal agent (CHEBI:35718)
YM-47522 (CHEBI:66496) has role antimicrobial agent (CHEBI:33281)
YM-47522 (CHEBI:66496) has role metabolite (CHEBI:25212)
YM-47522 (CHEBI:66496) is a cinnamate ester (CHEBI:36087)
YM-47522 (CHEBI:66496) is a enamide (CHEBI:51751)
YM-47522 (CHEBI:66496) is a primary carboxamide (CHEBI:140324)
YM-47522 (CHEBI:66496) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(4R,5S,6R,7R,9E,11Z)-13-amino-7-hydroxy-4,6-dimethyl-13-oxotrideca-9,11-dien-5-yl (2E)-3-phenylprop-2-enoate
Registry NumbersSources
Reaxys:7626798Reaxys
Citations