N-trans-cinnamoyltyramine

CHEBI:177872 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A member of the class of cinnamamides that is tyramine substituted by a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at the nitrogen atom. It is found in rice and exhibits an allelopathic effect to suppress the growth of weeds. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:140325 CHEBI:140325
CHEBI:23247 CHEBI:23247
CHEBI:33853 CHEBI:33853

Chemical structure

Computed structure properties
Molecular formula	C17H17NO2
Charge	0
Average mass	267.328 Da
Monoisotopic mass	267.12593 Da
Source	ChEBI
InChIKey	KGOYCHSKGXJDND-DHZHZOJOSA-N

SMILES

O=C(/C=C/c1ccccc1)NCCc1ccc(O)cc1

InChI

InChI=1S/C17H17NO2/c19-16-9-6-15(7-10-16)12-13-18-17(20)11-8-14-4-2-1-3-5-14/h1-11,19H,12-13H2,(H,18,20)/b11-8+

Also called

(2E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenylprop-2-enamide (EXACT_SYNONYM)— chebi
(2E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenyl-2-propenamide (EXACT_SYNONYM)— chebi
(E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenyl-2-propenamide (EXACT_SYNONYM)— chebi
N-cinnamoyltyramine (EXACT_SYNONYM)— chebi
cinnamoyltyramine (EXACT_SYNONYM)— chebi
trans-cinnamoyl-p-hydroxybenzenethylamine (EXACT_SYNONYM)— chebi
N-[(E)-cinnamoyl]tyramine (RELATED_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:103188-44-9
chemspider:4475103
knapsack:C00027156
metacyc.compound:CPD-8941

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:177872`	N-trans-cinnamoyltyramine	`antibioticmech:chebi-82c1494347`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.