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E1768

Sigma-Aldrich

5,8,11,14-Eicosatetraynoic acid

≥97%

Synonym(s):

ETYA, Octadehydroarachidonic acid

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100 μG
¥4,220.99

About This Item

Empirical Formula (Hill Notation):
C20H24O2
CAS Number:
1191-85-1
Molecular Weight:
296.40
Beilstein:
1798411
MDL number:
MFCD00036967
UNSPSC Code:
12352106
PubChem Substance ID:
24894432
NACRES:
NA.77

¥4,220.99

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biological source

synthetic (organic)

Assay

≥97%

form

powder

mp

78-80 °C

solubility

ethanol: 50 mg/mL, clear, colorless to yellow

storage temp.

−20°C

SMILES string

CCCCCC#CCC#CCC#CCC#CCCCC(O)=O

InChI

1S/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)

InChI key

MGLDCXPLYOWQRP-UHFFFAOYSA-N

Gene Information

human ... ALOX15(246)

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Show Differences

1 of 4

This Item
PHR14167140925116
柠檬酸钠 二水合物 meets USP testing specifications

S1804

柠檬酸钠 二水合物

柠檬酸钠 Pharmaceutical Secondary Standard; Certified Reference Material

PHR1416

柠檬酸钠

柠檬酸钠三盐基 二水合物 tested according to Ph. Eur.

71409

柠檬酸钠三盐基 二水合物

柠檬酸钠三盐基 二水合物 puriss., meets analytical specification of Ph. Eur., BP, USP, FCC, E331, 99-100.5% (calc. to the dried substance)

25116

柠檬酸钠三盐基 二水合物

Quality Level

300

Quality Level

300

Quality Level

100

Quality Level

200

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

-

application(s)

-

form

powder

form

-

form

powder

form

-

pH

7.5-9 (25 °C, 29.4 g/L)

pH

-

pH

-

pH

7.5-9.0 (20 °C, 5%)

agency

meets USP testing specifications

agency

traceable to USP 1613859

agency

USP/NF, tested according to Ph. Eur.

agency

-

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).[1] It acts as an inhibitor of lipoxygenases (LOX)[2] and cyclooxygenases (COX).[3]
Eicosatetraynoic acid is a lipoxygenase and cyclooxygenase inhibitor.

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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    Certificates of Analysis (COA)

    Lot/Batch Number
    088K37972V
    088K37972
    088K37971
    077H3781
    075H3806

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    Fredrik Elinder et al.
    Frontiers in physiology, 8, 43-43 (2017-02-22)
    Polyunsaturated fatty acids (PUFAs) act on most ion channels, thereby having significant physiological and pharmacological effects. In this review we summarize data from numerous PUFAs on voltage-gated ion channels containing one or several voltage-sensor domains, such as voltage-gated sodium (NaV)
    C Wolfrum et al.
    Proceedings of the National Academy of Sciences of the United States of America, 98(5), 2323-2328 (2001-02-28)
    Peroxisome proliferator-activated receptor alpha (PPARalpha) is a key regulator of lipid homeostasis in hepatocytes and target for fatty acids and hypolipidemic drugs. How these signaling molecules reach the nuclear receptor is not known; however, similarities in ligand specificity suggest the
    Crystal J J Lee et al.
    FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(7), 2468-2483 (2011-04-20)
    Thalidomide (TD) causes birth defects in humans and rabbits via several potential mechanisms, including bioactivation by embryonic prostaglandin H synthase (PHS) enzymes to a reactive intermediate that enhances reactive oxygen species (ROS) formation. We show herein that TD in rabbit
    Christine L Oltman et al.
    American journal of physiology. Heart and circulatory physiology, 285(6), H2309-H2315 (2003-07-19)
    Reactive oxygen species (ROS) have been proposed to mediate vasodilation in the microcirculation. We investigated the role of ROS in arachidonic acid (AA)-induced coronary microvascular dilation. Porcine epicardial coronary arterioles (110 +/- 4 microm diameter) were mounted onto pipettes in
    YiLin Ren et al.
    Hypertension (Dallas, Tex. : 1979), 53(2), 319-323 (2008-12-03)
    In the renal cortex, the connecting tubule (CNT) returns to the glomerular hilum and contacts the afferent arteriole (Af-Art). Increasing Na delivery to the CNT dilates the Af-Art by activating epithelial Na channels, a process that we call connecting tubule
    View All Related Papers

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