Triacsin C - Moligand™,≥94%,from Streptomyces aureofaciens , CAS No.76896-80-5

CAS: 76896-80-5 Cat. No.: T139793 Molecular Weight: 207.27 PubChem CID: 9576787

GRADE & PURITY Moligand™, ≥94%, from Streptomyces aureofaciens

Synonyms

2,4,7-Undecatrienal nitrosohydrazone | WS 1228A;FR 900190 | 1-Hydroxy-3-(2',4',7'-undecatrienylidine)triazene | 2,4,7-Undecatrienal, nitrosohydrazone, (E,E,E)- | (2E,4E,7E)-undecatrienal nitrosohydrazone | FR-900190 | (2E,4E,7E)-2,4,7-Undecatrienal nitros

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Triacsin C, an analog of polyunsaturated fatty acid. A potent vasodilator.

Selectively inhibits arachidonoyl-CoA synthetase in intact cells. Inhibits the nonspecific acyl-CoA synthetase in cell sonicates IC50=3.6-8.7 μM1–3. Inhibits neutrophil functions

Specifications

Synonyms

2, 4, 7-Undecatrienal nitrosohydrazone | WS 1228A;FR 900190 | 1-Hydroxy-3-(2', 4', 7'-undecatrienylidine)triazene | 2, 4, 7-Undecatrienal, nitrosohydrazone, (E, E, E)- | (2E, 4E, 7E)-undecatrienal nitrosohydrazone | FR-900190 | (2E, 4E, 7E)-2, 4, 7-Undecatrienal nitros

Specifications & Purity

Moligand™, ≥94%, from Streptomyces aureofaciens

Biochemical and Physiological Mechanisms

Triacsin C is a potent inhibitor of long-chain fatty acyl-CoA synthetase. It can block fatty acid-induced β-cell apoptosis (adipocyte apoptosis) in obese rat models. Additionally, it inhibits the de novo synthesis of triglycerides, diglycerides, and chole

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥94%

Names and Identifiers

• Canonical Smiles: CCCC=CCC=CC=CC=NNN=O
• IUPAC Name: N-[(E)-[(2E,4E,7E)-undeca-2,4,7-trienylidene]amino]nitrous amide
• InChIKey: NKTGCVUIESDXPU-YLEPRARLSA-N
• 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+
• Isomeric SMILES: CCC/C=C/C/C=C/C=C/C=N/NN=O
• WGK Germany: 3
• PubChem CID: 9576787
• Molecular Weight: 207.27

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Organic nitroso compounds

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Organic nitroso compounds
• Intermediate Tree Nodes: Not available
• Direct Parent: Organic N-nitroso compounds
• Alternative Parents: Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Organic n-nitroso compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as organic n-nitroso compounds. These are organic compounds containing a n-nitroso group -NN=O.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Rotavirus (147 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO (25 mg/ml), and methanol (5 mg/ml).
• Sensitivity: Sensitive to light; sensitive to humidity
• Molecular Weight: 207.270 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 207.137 Da
• Monoisotopic Mass: 207.137 Da
• Topological Polar Surface Area: 53.800 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 255.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1

References

1. Huawei Xia, Zeming Zhang, Fuping You.  (2021)  Inhibiting ACSL1-Related Ferroptosis Restrains Murine Coronavirus Infection.  Viruses-Basel,  13  (12): (2383).  [PMID:34960652] [10.3390/v13122383]

2. Peng Wang, Chen Shu, Ma Jingyu, Wei Wenjie, Lin Naixin, Xing Jinchao, Guo Wenjing, Li Heying, Zhang Liang, Chan Kuiming, Yen Andrew, Zhu Guangyu, Yue Jianbo.  (2025)  Endosomal trafficking participates in lipid droplet catabolism to maintain lipid homeostasis.  Nature Communications,  16  (1): (1-16).  [PMID:39994216] [10.1038/s41467-025-57038-8]

3. Qian Huang, Yi Ru, Yingli Luo, Xianyu Luo, Didi Liu, Yinchu Ma, Xinru Zhou, Maoyuan Linghu, Wen Xu, Fei Gao, Yi Huang.  (2024)  Identification of a targeted ACSL4 inhibitor to treat ferroptosis-related diseases.  Science Advances,  10  (13):   [PMID:38552012] [10.1126/sciadv.adk1200]

4. Bingke Li, Linke Zou, Chenchen Sun, Jianan Jiang, Shurou Li, Jiaxin Wang, Yintao He, Yuwei Qin, Sen Zeng, Yiwan Song, Weijun Zeng, Lin Yi, Shuangqi Fan, Jinding Chen, Keke Wu.  (2026)  PLIN3-triggered lipophagic flux releases FFAs to facilitate CSFV propagation.  Virulence,      [PMID:41656915] [10.1080/21505594.2026.2629674]