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Chemical substance record

Triacsin C

76896-80-5C11H17N3O207.277 g/mol
Organic/Inorganic Small MoleculeChEBI source record

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

Safety references

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Identity & molecular properties

Source-linked values
CAS number76896-80-5ChEBI ↗
Molecular formulaC11H17N3OChEBI ↗
Molar mass207.277 g/molChEBI ↗
Monoisotopic mass207.13716 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:144441ChEBI ↗

Cross-source molecular data

PubChem
Molar mass207.27 g/molPubChem ↗
Exact mass207.137162174 DaPubChem ↗
Computed XLogP3.4PubChem ↗
Topological polar surface area (Ų)53.8PubChem ↗
H-bond donors1PubChem ↗
H-bond acceptors4PubChem ↗
Rotatable bonds7PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
triacsin C
N-[(1E,2E,4E,7E)-undeca-2,4,7-trien-1-ylidene]nitrous hydrazide
NKTGCVUIESDXPU-YLEPRARLSA-N
CCC/C=C/C/C=C/C=C/C=N/NN=O
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+

Names & synonyms

N-[(1E,2E,4E,7E)-undeca-2,4,7-trien-1-ylidene]nitrous hydrazide

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology
nitroso compoundChEBI parent class · 35800 ↗hydrazoneChEBI parent class · 38532 ↗olefinic compoundChEBI parent class · 78840 ↗
organic molecular entity

Roles recorded in ChEBI

EC 3.1.1.64 (retinoid isomerohydrolase) inhibitorvasodilator agentantimalarialapoptosis inhibitorbacterial metaboliteEC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00482446 mol

Uses 207.277 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 11 atoms
63.74%
N
Nitrogen · 3 atoms
20.27%
H
Hydrogen · 17 atoms
8.27%
O
Oxygen · 1 atom
7.72%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
Inhibiting long chain fatty Acyl CoA synthetase increases basal and agonist-stimulated NO synthesis in endothelium. ↗Cardiovascular research · 2004 Aug 1 · PMID 15249192
Selective and potent in vitro antimalarial activities found in four microbial metabolites. ↗The Journal of antibiotics · 2007 Mar · PMID 17446697
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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:144441

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 9576787 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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