(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)
	root (BTO:0001188)	PubMed (21542597)	Cold methanolic extract of dried stems and roots
	stem (BTO:0001300)	PubMed (21542597)	Cold methanolic extract of dried stems and roots

Roles Classification

Biological Roles:

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.

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

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

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

Registry Numbers	Sources
Reaxys:9579371	Reaxys

Citations