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.

Label unavailable CHEBI:140325
Label unavailable CHEBI:23247
Label unavailable 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Activity roles

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

antimicrobial agent 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 (YAML).

Explore across X-Mech: MediaIngredientMech (N-trans-cinnamoyltyramine) · CultureMech · NaturalProductMech · PathwayMech · TraitMech