CHEBI:66496 - YM-47522

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ChEBI Name YM-47522
ChEBI ID CHEBI:66496
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H33NO4
Net Charge 0
Average Mass 399.52310
Monoisotopic Mass 399.24096
InChI InChI=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
InChIKey OJAGQZQYWOJBHT-PKJHRQCFSA-N
SMILES CCC[C@@H](C)[C@H](OC(=O)\C=C\c1ccccc1)[C@H](C)[C@H](O)C\C=C\C=C/C(N)=O
Metabolite of Species Details
Bacillus sp. (NCBI:txid1409) of strain YL 03709B See: PubMed
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
7626798 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
8641995 PubMed citation Europe PMC
8641996 PubMed citation Europe PMC
Last Modified
07 March 2018