1191-85-1 Usage
Uses
ETYA is a Cox, LO, and PLA2 inhibitor.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 1191-85-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,9 and 1 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1191-85:
(6*1)+(5*1)+(4*9)+(3*1)+(2*8)+(1*5)=71
71 % 10 = 1
So 1191-85-1 is a valid CAS Registry Number.
InChI:InChI=1/C20H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-5,8,11,14,17-19H2,1H3,(H,21,22)
1191-85-1Relevant articles and documents
Chemical synthesis of highly unsaturated fatty acids. 3. The total synthesis of polyynoic and polyenoic acids, with four, five, and six triple or double bonds.
Kunau
, p. 542 - 548 (1971)
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Fryer,R.I. et al.
, p. 348 - 350 (1975)
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Eicosatetraynoic acid amides and their application in pharmacy
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, (2008/06/13)
Compound, characterized in that it corresponds to the formula: in which R is an amino group of structure STR1 in which R1 and R2, which may be identical or different, denote a hydrogen atom or a linear or branches C1 -C8 lower alkyl radical substituted with at least one hydroxyl group, it being possible for this C1 -C8 lower alkyl radical to be interrupted by one or more hetero atoms chosen from oxygen, nitrogen or sulphur, R1 and R2 not simultaneously denoting a hydrogen atom and it being possible for R1 and R2 to form, with the nitrogen atom to which they are attached, a heterocycle containing one or more nitrogen, oxygen or sulphur atoms as an additional hetero atom, it being possible for this heterocycle to be optionally substituted with an alkyl or a hydroxyalkyl, and it also being possible for the amino group to be derived from a sugar, and their salts with inorganic or organic acids. These compounds are used, in particular, in the treatment and prophylaxis of allergic conditions and in the treatment of dermatoses and inflammatory conditions.
