triacsin C

CHEBI:144441 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A nitroso compound that is N-undecylnitrous hydrazide carrying double bonds at positions 1,2,4, and 7. It is a long-chain fatty acyl CoA synthetase inhibitor and interferes with lipid metabolism by inhibiting the de novo synthesis of glycerolipids and cholesterol esters. — 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:35800
Label unavailable CHEBI:38532
Label unavailable CHEBI:78840

Chemical structure

Computed structure properties
Molecular formula	C11H17N3O
Charge	0
Average mass	207.277 Da
Monoisotopic mass	207.13716 Da
Source	ChEBI
InChIKey	NKTGCVUIESDXPU-YLEPRARLSA-N

SMILES

CCC/C=C/C/C=C/C=C/C=N/NN=O

InChI

InChI=1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+

Also called

N-[(1E,2E,4E,7E)-undeca-2,4,7-trien-1-ylidene]nitrous hydrazide (EXACT_SYNONYM)— chebi
(2E,4E,7E)-2,4,7-undecatrienal nitrosohydrazone (EXACT_SYNONYM)— chebi
(2E,4E,7E)-undecatrienal nitrosohydrazone (EXACT_SYNONYM)— chebi
2,4,7-undecatrienal nitrosohydrazone (EXACT_SYNONYM)— chebi
FR 900190 (EXACT_SYNONYM)— chebi
WS 1228A (EXACT_SYNONYM)— chebi
WS-1228A (EXACT_SYNONYM)— chebi
nitrosohydrazone-2E,4E,7E-undecatrienal (EXACT_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.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Triacsin_C

Activity roles

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

antimalarial CHEBI:38068

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:144441`	triacsin C	`antibioticmech:chebi-c56cad9efd`	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
RESEEDED_FROM_SOURCES 2026-09-10 · 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).

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