Products for Research Use Only

8,11,14-Eicosatriynoic acid

CAT: 0804-HY-131384Size: 5 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-131384Size:5 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
8,11,14-Eicosatriynoic Acid, as an inhibitor of prostaglandin, leukotriene biosynthesis, and arachidonic acid-induced platelet aggregation, blocks human 12-lipoxygenase (12-LO), cyclooxygenase (COX) and 5-lipoxygenase (5-LO) with IC50 values of 0.46 μM, 14 μMand 25 μM, respectively. In addition, 8,11,14-Eicosatriynoic Acid inhibits the action of slow-reacting substances of allergic reactions, with IC50 value of 10 μM. Lipoxygenase is widely found in fungi, plants and animals. 12-LO involves in many important disease states and may play a role in oxidative glutamate toxicity. COX enzymes play complex roles in human physiology and pathology involving the neuronal, immune, renal, cardiovascular, gastrointestinal and reproductive systems. COX enzymes are blocked by aspirin and a variety of other NSAIDs, which makes them clinically important. 5-LO involves in cancer pathology. It is expressed by a variety of cancer cells, including colon, lung, breast, and prostate cancers, and promotes cancer cell growth and neovascularization[1][2][3]. 8,11,14-Eicosatriynoic acid is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
CAS Number
34262-64-1
Product Name Alternative
8,11,14-Icosatriynoic acid
UNSPSC
12352200
Hazard Statement
H302, H315, H319, H335
Target
COX
Type
Biochemical Assay Reagents
Related Pathways
Immunology/Inflammation
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/8-11-14-eicosatriynoic-acid.html
Solubility
10 mM in DMSO
Smiles
CCCCCC#CCC#CCC#CCCCCCCC(O)=O
Molecular Formula
C20H28O2
Molecular Weight
300.44
Precautions
H302, H315, H319, H335
References & Citations
[1]Goetz JM, et al. Inhibition of prostaglandin biosynthesis by triynoic acids. Prostaglandins. 1976 Aug;12 (2) :187-92.|[2]Sun FF, et al. Inhibition of platelet arachidonic acid 12-lipoxygenase by acetylenic acid compounds. Prostaglandins. 1981 Feb;21 (2) :333-43.|[3]Fitzpatrick F A. Cyclooxygenase enzymes: regulation and function[J]. Current pharmaceutical design, 2004, 10 (6) : 577-588.
Shipping Conditions
Room Temperature
Storage Conditions
Store at room temperature 3 years
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported

Chemical Information

8,11,14,18-Eicosatetraynoic acid

8,11,14,18-Eicosatetraynoic acid is a long-chain fatty acid.

CAS Number34262-64-1
PubChem CID9543604
IUPAC Nameicosa-8,11,14-triynoic acid
Molecular FormulaC20H28O2
Molecular Weight300.4
XLogP6.5
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count9
Heavy Atom Count22
Formal Charge0
Complexity489
SMILES
CCCCCC#CCC#CCC#CCCCCCCC(=O)O
InChI
InChI=1S/C20H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-5,8,11,14-19H2,1H3,(H,21,22)
InChIKey
QLLIWTBTVOPGCM-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 8,11,14,18-Eicosatetraynoic acid
CAS: 34262-64-1
CID: 9543604
Formula: C20H28O2
MW: 300.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight300.4
XLogP36.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count9
Exact Mass300.208930132
Monoisotopic Mass300.208930132
Topological Polar Surface Area37.3 Ų
Heavy Atom Count22
Formal Charge0
Complexity489
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes