(R)-N-trans-feruloyloctopamine (CHEBI:67373)

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CHEBI:67373 - (R)-N-trans-feruloyloctopamine

ChEBI ID	CHEBI:67373
ChEBI Name	(R)-N-trans-feruloyloctopamine
Stars
ASCII Name	(R)-N-trans-feruloyloctopamine
Definition	A member of the class of cinnamamides that is an enamide obtained by the formal condensation of the amino group of (R)-octopamine with the carboxy group of ferulic acid. Isolated from Pisonia aculeata, it exhibits antitubercular activity.
Last Modified	7 March 2018
Downloads	Molfile

Formula	C18H19NO5
Net Charge	0
Average Mass	329.352
Monoisotopic Mass	329.12632
SMILES	COc1cc(/C=C/C(=O)NC[C@H](O)c2ccc(O)cc2)ccc1O
InChI	InChI=1S/C18H19NO5/c1-24-17-10-12(2-8-15(17)21)3-9-18(23)19-11-16(22)13-4-6-14(20)7-5-13/h2-10,16,20-22H,11H2,1H3,(H,19,23)/b9-3+/t16-/m0/s1
InChIKey	VJSCHQMOTSXAKB-CFZDNBDDSA-N

Species of Metabolite	Component	Source	Comments
Pisonia aculeata (ncbitaxon:363212)
	stem (BTO:0001300)	PubMed (21542597)	Cold methanolic extract of dried stems and roots
	root (BTO:0001188)	PubMed (21542597)	Cold methanolic extract of dried stems and roots

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.

antitubercular agent A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application:

antitubercular agent A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.

ChEBI Ontology

Outgoing Relation(s)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) has functional parent (R)-octopamine (CHEBI:44715)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) has functional parent trans-ferulic acid (CHEBI:17620)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) has role antitubercular agent (CHEBI:33231)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) has role metabolite (CHEBI:25212)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) has role plant metabolite (CHEBI:76924)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) is a cinnamamides (CHEBI:23247)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) is a monomethoxybenzene (CHEBI:25235)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) is a phenols (CHEBI:33853)
	(R)-N-trans-feruloyloctopamine (CHEBI:67373) is a secondary carboxamide (CHEBI:140325)

IUPAC Name
(2E)-N-[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

Synonyms	Source
(2S,E)-N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]ferulamide	ChEBI
N-[2-(R)-hydroxy-2-(4-hydroxy-phenyl)ethyl]-3-(4-hydroxy-3-methoxy-phenyl)acrylamide	ChEBI

UniProt Name	Source
(R)-N-[(E)-feruloyl]octopamine	UniProt

Registry Numbers	Sources
Reaxys:9579371	Reaxys

Citations