feruloylagmatine (CHEBI:75544)

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ChEBI Name	feruloylagmatine

ChEBI ID	CHEBI:75544

Definition	A member of the class of cinnamamides obtained by formal condensation of the carboxy group of ferulic acid with the amino group of agmatine.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H22N4O3

Net Charge

Average Mass

306.36020

Monoisotopic Mass

306.16919

InChI

InChI=1S/C15H22N4O3/c1-22-13-10-11(4-6-12(13)20)5-7-14(21)18-8-2-3-9-19-15(16)17/h4-7,10,20H,2-3,8-9H2,1H3,(H,18,21)(H4,16,17,19)/b7-5+

InChIKey

UBMDAKWARMURDL-FNORWQNLSA-N

SMILES

COc1cc(\C=C\C(=O)NCCCCNC(N)=N)ccc1O

Metabolite of Species	Details
Corydalis saxicola (NCBI:txid282776)	Found in leaf (BTO:0000713). See: PubMed
Arabidopsis thaliana (NCBI:txid3702)	Found in leaf (BTO:0000713). See: PubMed
Hordeum vulgare (NCBI:txid4513)	See: PubMed
Triticum aestivum (NCBI:txid4565)	See: PubMed

Roles Classification
Biological Role(s):	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. EC 5.99.1.2 (DNA topoisomerase) inhibitor A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	feruloylagmatine (CHEBI:75544) has functional parent agmatine (CHEBI:17431) feruloylagmatine (CHEBI:75544) has functional parent ferulic acid (CHEBI:17620) feruloylagmatine (CHEBI:75544) has role antifungal agent (CHEBI:35718) feruloylagmatine (CHEBI:75544) has role EC 5.99.1.2 (DNA topoisomerase) inhibitor (CHEBI:50276) feruloylagmatine (CHEBI:75544) has role plant metabolite (CHEBI:76924) feruloylagmatine (CHEBI:75544) is a 4-hydroxy-3-methoxycinnamoylagmatine (CHEBI:86091) feruloylagmatine (CHEBI:75544) is a alkaloid (CHEBI:22315)

Incoming	hordatine B (CHEBI:5763) has functional parent feruloylagmatine (CHEBI:75544)

IUPAC Name

(2E)-N-(4-carbamimidamidobutyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

Synonyms	Sources
1-(trans-4'-hydroxy-3'-methoxycinnamoylamino)-4-guanidinobutane	ChEBI
N1-trans-Feruloylagmatine	HMDB

Registry Number	Type	Source
7650492	Reaxys Registry Number	Reaxys

Last Modified

18 June 2015