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5,8,11-Eicosatriynoic acid

CAT: 0804-HY-124252-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-124252-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
5,8,11-Eicosatriynoic acid (ETI) is a lipoxygenase inhibitor that blocks LTC4 biosynthesis in mast cell tumor cells[1].
CAS Number
13488-22-7
Product Name Alternative
ETI
UNSPSC
12352211
Target
Lipoxygenase
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/5-8-11-eicosatriynoic-acid.html
Purity
99.87
Solubility
10 mM in DMSO
Smiles
CCCCCCCCC#CCC#CCC#CCCCC(O)=O
Molecular Formula
C20H28O2
Molecular Weight
300.44
References & Citations
[1]L Orning, et al. Inhibition of leukotriene C and leukotriene D biosynthesis. J Biol Chem. 1980 Sep 10;255 (17) :8023-6.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, stored under nitrogen)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

5,8,11-Eicosatriynoic acid

5,8,11-icosatriynoic acid is a C20 polyunsaturated fatty acid having three triple bonds in the 5-, 8- and 11-positions. It has a role as an EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor. It is a long-chain fatty acid, an icosanoid, an acetylenic fatty acid and a polyunsaturated fatty acid.

CAS Number13488-22-7
PubChem CID1781
IUPAC Nameicosa-5,8,11-triynoic acid
Molecular FormulaC20H28O2
Molecular Weight300.4
XLogP6.2
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count9
Heavy Atom Count22
Formal Charge0
Complexity489
SMILES
CCCCCCCCC#CCC#CCC#CCCCC(=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/h2-8,11,14,17-19H2,1H3,(H,21,22)
InChIKey
OWYNLPMPYBYKJP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 5,8,11-Eicosatriynoic acid
CAS: 13488-22-7
CID: 1781
Formula: C20H28O2
MW: 300.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight300.4
XLogP36.2
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

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