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TRIACSIN C

CAS No.
76896-80-5
Chemical Name:
TRIACSIN C
Synonyms
WS1228A;FR-900190;TRIACSIN C;2,4,7-Undecatrienal;Triacsincapprox.90%;Antibiotic WS-1228A;Antibiotic FR-900190;from Streptomyces aureofaciens;2E,4E,7E-undecatriene-1-triazine;triacsin c from streptomyces sp.
CBNumber:
CB0199054
Molecular Formula:
C11H17N3O
Molecular Weight:
207.27
MDL Number:
MFCD00798237
MOL File:
76896-80-5.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

TRIACSIN C Properties

Boiling point 320.7±45.0 °C(Predicted)
Density 0.94±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility methanol: soluble4.90 - 5.10 mg/mL, clear (Pale yellow to yellow)
form Liquid. In DMSO.
pka -0.10±0.70(Predicted)
color clear (Pale yellow to yellow) Solution in DMSO
Stability Stable for 1 year from date of purchase as supplied. Solutions further diluted with DMSO may be stored at -20° for up to 2 months.
FDA UNII 6M6D4602I5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280
WGK Germany  3
HS Code  29299090

TRIACSIN C price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T4540 Triacsin C from Streptomyces sp. 76896-80-5 1mg $636 2024-03-01 Buy
Cayman Chemical 10007448 Triacsin C ≥95% 76896-80-5 500μg $287 2024-03-01 Buy
Cayman Chemical 10007448 Triacsin C ≥95% 76896-80-5 1mg $515 2024-03-01 Buy
Tocris 2472 TriacsinC ≥95%(HPLC) 76896-80-5 100U $173 2021-12-16 Buy
Usbiological 256968 Triacsin C 76896-80-5 100ug $432 2021-12-16 Buy
Product number Packaging Price Buy
T4540 1mg $636 Buy
10007448 500μg $287 Buy
10007448 1mg $515 Buy
2472 100U $173 Buy
256968 100ug $432 Buy

TRIACSIN C Chemical Properties,Uses,Production

Description

Triacsin C (76896-80-5) is a long-chain fatty acyl CoA synthetase inhibitor (IC50=3.6-8.7 μM).1?Inhibits mouse macrophage-derived foam cell formation2 and displays anti-atherosclerotic activity3. Cell permeable.

Chemical Properties

Solid

Uses

Triacsin, a fatty acyl CoA synthetase inhibitor, reduces myocardial infarct size, attenuates loss of post-reperfusion cardiac function, increases intravascular nitric oxide (NO) concentration, and inhibits leukocyte recruitment. Triacsin C analogs can also be used as potential antivirals against rotavirus infections.

Definition

ChEBI: Triacsin C is 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. It has a role as an EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor, a vasodilator agent, an apoptosis inhibitor, a bacterial metabolite, an EC 3.1.1.64 (retinoid isomerohydrolase) inhibitor and an antimalarial. It is a nitroso compound, an olefinic compound and a hydrazone.

General Description

Triacsin C belongs to a family of fungal metabolites all having an 11-carbon alkenyl chain with a common N-hydroxytriazene moiety at the terminus.

Biochem/physiol Actions

Triacsin C is a potent inhibitor of long-chain fatty acyl CoA synthetase. It blocks β-cell apoptosis, induced by fatty acids (lipoapoptosis) in a rat model of obesity. In addition, it blocks the de novo synthesis of triglycerides, diglycerides, and cholesterol esters, thus interfering with lipid metabolism.

storage

Store at -20°C

References

1) Hartman et al. (1989), Triacsin C: a differential inhibitor of arachidonoyl-CoA synthetase and nonspecific long chain acyl-CoA synthetase; Prostaglandins, 37 655 2) Namatame et al. (1999), Complete inhibition of mouse macrophage-derived foam cell formation by triacsin C; J. Biochem, 125 319 3) Matsuda et al. (2008), Anti-atherosclerotic activity of triacsin C, an acyl-CoA synthetase inhibitor; J. Antibiot. (Tokyo), 61 318

TRIACSIN C Preparation Products And Raw materials

Raw materials

Preparation Products

TRIACSIN C Suppliers

Global( 90)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
R&D Scientific Inc.
+12266000236 sales@rdscientific.com Canada 1218 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Shanghai Tauto Biotech Co., Ltd. 021-51320588 tauto@tautobiotech.com China 3989 66
ShangHai Caerulum Pharma Discovery Co., Ltd. 18149758185 sales-cpd@caerulumpharma.com China 3419 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
TRIACSIN C WS1228A 2,4,7-UNDECATRIENAL NITROSOHYDRAZONE 2E, 4E, 7E-UNDECATRIENE-1-TRIAZENE Triacsincapprox.90% 2,4,7-Undecatrienal triacsin c from streptomyces sp. 2E,4E,7E-undecatriene-1-triazine 2,4,7-Undecatrienal nitrosohydrazone, WS1228A (2E,4E,7E)-2,4,7-Undecatrienal N2-nitroso hydrazone Antibiotic FR-900190 Antibiotic WS-1228A FR-900190 from Streptomyces aureofaciens 2,4,7-Undecatrienal, nitrosohydrazone, (2E,4E,7E)- (2E,4E,7E)-2,4,7-Undecatrienal nitrosohydrazone Transfection Reagents-Biofection 76896-80-5 Antibiotics T-Z Antibiotics A to Z Antibiotics BioChemical antibiotic