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O8382

Sigma-Aldrich

17-Octadecynoic acid

≥95% (GC)

Synonym(e):

17-ODYA, Alkynyl Stearic Acid, Octadec-17-ynoic acid

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About This Item

Empirische Formel (Hill-System):
C18H32O2
CAS-Nummer:
34450-18-5
Molekulargewicht:
280.45
MDL-Nummer:
MFCD00077382
UNSPSC-Code:
12352106
PubChem Substanz-ID:
24898058
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥95% (GC)

Form

powder

Löslichkeit

chloroform: 10 mg/mL to clear, colorless to faintly yellow

SMILES String

C#CCCCCCCCCCCCCCCCC(O)=O

InChI

1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h1H,3-17H2,(H,19,20)

InChIKey

DZIILFGADWDKMF-UHFFFAOYSA-N

Anwendung

17-Octadecynoic acid has been used in lipid synthesis.

Biochem./physiol. Wirkung

17-Octadecynoic acid (7-ODYA) is an irreversible inhibitor of cytochrome P450 isozymes, that participates in long-chain fatty acid metabolism.
Suicide substrate inhibitor that selectively and irreversibly inhibits cytochrome P450 epoxygenases and ω-hydrolases.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H319

Gefahreneinstufungen

Eye Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Jacob S Yount et al.
Current protocols in chemical biology, 3(2), 65-79 (2011-05-01)
Protein fatty-acylation is the covalent addition of a lipid chain at specific amino acids. This modification changes the inherent hydrophobicity of a protein, often targeting it to cellular membrane compartments. Acylation may also regulate protein activity, stability, and protein-protein interactions.
H Dong et al.
British journal of pharmacology, 120(4), 695-701 (1997-02-01)
1. The nature and cellular mechanisms that are responsible for endothelium-dependent relaxations resistant to indomethacin and NG-nitro-L-arginine methyl ester (L-NAME) were investigated in phenylephrine (PE) precontracted isolated carotid arteries from the rabbit. 2. In the presence of the cyclo-oxygenase inhibitor
Hanane Issa et al.
PloS one, 12(2), e0171955-e0171955 (2017-02-16)
Protein mycoloylation is a recently identified, new form of protein acylation. This post-translational modification consists in the covalent attachment of mycolic acids residues to serine. Mycolic acids are long chain, α-branched, β-hydroxylated fatty acids that are exclusively found in the
Kasem Nithipatikom et al.
Circulation research, 95(8), e65-e71 (2004-09-25)
Cytochrome P450s (CYP) and their arachidonic acid (AA) metabolites have important roles in regulating vascular tone, but their function and specific pathways involved in modulating myocardial ischemia-reperfusion injury have not been clearly established. Thus, we characterized the effects of several
Sphingosine-1-phosphate lyase deficient cells as a tool to study protein lipid interactions
Gerl M J, et al.
Testing, 11(4), e0153009-e0153009 (2016)
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