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ETYA

Product Name
ETYA
CAS No.
1191-85-1
Chemical Name
ETYA
Synonyms
ETYA;Ro-3-1428;EICOSATETRAYNOIC ACID;Dry Arachidonic Acid CWS;MGLDCXPLYOWQRP-UHFFFAOYSA-N;OCTADEHYDROARACHIDONIC ACID;Arachidonic Acid(A&A) 10% CWS;5,8,11,14-Icosatetrynoic acid;5,8,11,14-EICOSATETRANOIC ACID;5,8,11,14-EICOSATETRAYNOIC ACID
CBNumber
CB9177956
Molecular Formula
C20H24O2
Formula Weight
296.4
MOL File
1191-85-1.mol
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ETYA Property

Melting point:
79-81 °C
Boiling point:
490.3±45.0 °C(Predicted)
Density 
1.034±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
≤10mg/ml in ethanol;100mg/ml in DMSO;100mg/ml in dimethyl formamide
form 
Off-white solid
pka
4.61±0.10(Predicted)
color 
Light yellow to brown
BRN 
1798411
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
8-10
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E1768
Product name
5,8,11,14-Eicosatetraynoic acid
Purity
≥97%
Packaging
5mg
Price
$358
Updated
2024/03/01
Sigma-Aldrich
Product number
434741
Product name
ETYA
Packaging
20mg
Price
$390
Updated
2024/03/01
Alfa Aesar
Product number
J61624
Product name
5,8,11,14-Eicosatetraynoic acid
Packaging
20mg
Price
$152.65
Updated
2024/03/01
Alfa Aesar
Product number
J61624
Product name
5,8,11,14-Eicosatetraynoic acid
Packaging
100mg
Price
$599.65
Updated
2024/03/01
Cayman Chemical
Product number
90120
Product name
Eicosatetraynoic Acid
Purity
≥98%
Packaging
5mg
Price
$53
Updated
2024/03/01
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ETYA Chemical Properties,Usage,Production

Uses

ETYA is a Cox, LO, and PLA2 inhibitor.

Definition

ChEBI: Eicosa-5,8,11,14-tetraynoic acid is a long-chain fatty acid.

Biological Activity

eicosatetraynoic acid is nonspecific inhibitor of cyclooxygenases and lipoxygenases [1].cyclooxygenase (cox) is the key enzyme required for the conversion of arachidonic acid to prostaglandins. two cyclooxygenase isoforms have been identified: cox-1 and cox-2. the cox-1 enzyme is produced constitutively (i.e., gastric mucosa) and cox-2 is inducible (i.e., sites of inflammation). cyclooxygenase has been involved in different physiological situations and disease processes ranging from inflammation to cancer [2]. lipoxygenases belong to a family of non-heme and iron-containing enzymes and serve diverse roles as autocrine signals that regulate the function of their parent cells, paracrine signals that regulate the function of nearby cells, and endocrine signals that regulate the function of distant cells [3].in human platelet, eicosatetraynoic acid inhibited 12-lo and cox-1 with ic50 values of 4 μm and 8 μm, respectively [1]. eicosatetraynoic acid acted as a ppar ligand which activated pparα and pparγ chimeras at concentrations of 10 μm [4].

Biochem/physiol Actions

Eicosatetraynoic acid (ETYA) is a non-metabolizable analog of ω-6 arachidonic acid.?ETYA is a strong activator of the human peroxisome proliferator-activated receptor α (PPARα). It acts as an inhibitor of lipoxygenases (LOX) and cyclooxygenases (COX).

References

[1] hammarstrm s. selective inhibition of platelet n—8 lipoxygenase by 5, 8, 11-eicosatriynoic acid[j]. biochimica et biophysica acta (bba)-lipids and lipid metabolism, 1977, 487(3): 517-519.
[2] dubois r n, abramson s b, crofford l, et al. cyclooxygenase in biology and disease[j]. the faseb journal, 1998, 12(12): 1063-1073.
[3] feussner i, wasternack c. the lipoxygenase pathway[j]. annual review of plant biology, 2002, 53(1): 275-297.
[4] kliewer s a, lenhard j m, willson t m, et al. a prostaglandin j2 metabolite binds peroxisome proliferator-activated receptor γ and promotes adipocyte differentiation[j]. cell, 1995, 83(5): 813-819.

ETYA Preparation Products And Raw materials

Raw materials

Preparation Products

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1191-85-1, ETYARelated Search:


  • EICOSATETRAYNOIC ACID
  • ETYA
  • OCTADEHYDROARACHIDONIC ACID
  • ETYA, Octadehydroarachidonic acid
  • 5,8,11,14-Icosatetrynoic acid
  • Ro-3-1428
  • icosa-5,8,11,14-tetraynoic acid
  • MGLDCXPLYOWQRP-UHFFFAOYSA-N
  • 5,8,11,14-EICOSATETRANOIC ACID
  • 5,8,11,14-EICOSATETRAYNOIC ACID
  • Arachidonic Acid(A&A) 10% CWS
  • ETYA - CAS 1191-85-1 - Calbiochem
  • Dry Arachidonic Acid CWS
  • 1191-85-1
  • Biochemicals and Reagents
  • BioChemical
  • Application Index
  • Cell Signaling Enzymes
  • Enzymes, Inhibitors, and Substrates
  • Cyclooxygenase Inhibitors
  • Cyclooxygenase (COX) Enzymes
  • Fatty Acids
  • Lipids
  • Prostaglandins