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243868

Sigma-Aldrich

2-Octynoic acid

98%

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About This Item

Linear Formula:
CH3(CH2)4C≡CCO2H
CAS Number:
Molecular Weight:
140.18
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

98%

refractive index

n20/D 1.46 (lit.)

bp

148-149 °C/19 mmHg (lit.)

mp

2-5 °C (lit.)

density

0.961 g/mL at 25 °C (lit.)

SMILES string

CCCCCC#CC(O)=O

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J M Fletcher et al.
Metabolism: clinical and experimental, 48(6), 685-688 (1999-06-25)
2-Octynoic acid was administered by intraperitoneal injection to fasted Sprague-Dawley rats in an attempt to simulate medium-chain acyl-coenzyme A dehydrogenase (MCAD) deficiency. The resultant urine organic acid profile showed a mild dicarboxylic aciduria but lacked the glycine conjugates characteristic of
Si-Jie Wu et al.
Hepatology (Baltimore, Md.), 53(3), 915-925 (2011-03-05)
Murine models of autoimmunity allow the study of the earliest events in disease pathogenesis. Our laboratory has developed a xenobiotic induced model of primary biliary cirrhosis (PBC) following immunization of mice with 2-octynoic acid coupled to bovine serum albumin (2-OA-BSA)
Phornnop Naiyanetr et al.
Journal of autoimmunity, 37(3), 209-216 (2011-07-19)
Our laboratory has hypothesized that xenobiotic modification of the native lipoyl moiety of the major mitochondrial autoantigen, the E2 subunit of the pyruvate dehydrogenase complex (PDC-E2), may lead to loss of self-tolerance in primary biliary cirrhosis (PBC). This thesis is
J A Montgomery et al.
Biomedical & environmental mass spectrometry, 18(6), 416-423 (1989-06-01)
Rats given 2-octynoic acid by intraperitoneal injection excrete elevated amounts of medium-chain dicarboxylic acids and other acidic metabolites usually associated with human medium-chain acyl-CoA dehydrogenase deficiency. Onset of this organic acid profile is immediate and lasts for approximately 24 h.
Amy Dhirapong et al.
Hepatology (Baltimore, Md.), 57(2), 708-715 (2012-09-22)
Collectively, the data in both humans and murine models of human primary biliary cirrhosis (PBC) suggest that activated T cells, particularly CD8 T cells, play a critical role in biliary cell destruction. Under physiological conditions, T-cell activation involves two critical

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