O8382
17-Octadecynoic acid
≥95% (GC)
Synonym(s):
17-ODYA, Alkynyl Stearic Acid, Octadec-17-ynoic acid
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C18H32O2
CAS Number:
Molecular Weight:
280.45
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
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Quality Level
Assay
≥95% (GC)
form
powder
solubility
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)
InChI key
DZIILFGADWDKMF-UHFFFAOYSA-N
Application
17-Octadecynoic acid has been used in lipid synthesis.
Biochem/physiol Actions
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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American Journal of Hypertension, 11(7), 803-812 (1998)
M H Wang et al.
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We characterized the inhibitory activity of several acetylenic and olefinic compounds on cytochrome P450 (CYP)-derived arachidonic acid omega-hydroxylation and epoxidation using rat renal cortical microsomes and recombinant CYP proteins. Among the acetylenic compounds, 6-(2-propargyloxyphenyl)hexanoic acid (PPOH) and N-methylsulfonyl-6-(2-propargyloxyphenyl)hexanamide were found
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Lu Wei et al.
Nature methods, 11(4), 410-412 (2014-03-04)
Sensitive and specific visualization of small biomolecules in living systems is highly challenging. We report stimulated Raman-scattering imaging of alkyne tags as a general strategy for studying a broad spectrum of small biomolecules in live cells and animals. We demonstrate
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American journal of physiology. Lung cellular and molecular physiology, 283(2), L383-L389 (2002-07-13)
We examined the responses of newborn piglet pulmonary resistance arteries (PRAs) to 5,6-epoxyeicosatrienoic acid (5,6-EET), a cytochrome P-450 metabolite of arachidonic acid. In PRAs preconstricted with a thromboxane A(2) mimetic, 5,6-EET caused a concentration-dependent dilation. This dilation was partially inhibited
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