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Merck

434741

ETYA

Inhibits arachidonic acid uptake and the activities of arachidonic acid specific and non-specific acyl-CoA synthetases.

別名:

ETYA, 5,8,11,14-Eicosatetraynoic Acid

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この商品について

実験式(ヒル表記法):
C20H24O2
CAS番号:
分子量:
296.40
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥95% (TLC)
Form:
solid
Storage condition:
OK to freeze
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Quality Segment

assay

≥95% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

ethanol: 20 mg/mL, DMSO: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

OC(=O)CCCC#CCC#CCC#CCC#CCCCCC

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

General description

Cell permeable. Inhibits arachidonic acid uptake and the activities of arachidonic acid specific and non-specific acyl-CoA synthetases. Inhibits phospholipase A2 (PLA2) and cytochrome P-450. Inhibits cyclooxygenase (ID50 = 8 µM), 5-lipoxygenase (ID50 = 10 µM), 12-lipoxygenase (ID50 = 300 nM), and 15-lipoxygenase (ID50 = 200 nM) in whole cells. Also acts as a potent modulator of Ca2+ entry into cells. Blocks monocyte binding in minimally-oxidized LDL in endothelial cells. Stimulates luteinizing hormone release from cultured pituitary cells.
Cell-permeable. Inhibits arachidonic acid uptake and arachidonic acid specific and nonspecific acyl-CoA synthesis. Inhibits phospholipase A2 (PLA2) and cytochrome P-450. Inhibits cyclooxygenase (ID50 = 8 µM), 5-lipoxygenase (ID50 = 10 µM), 12-lipoxygenase (ID50 = 300 nM), and 15-lipoxygenase (ID50 = 200 nM) in whole cells. A potent modulator of Ca2+ entry into cells. Stimulates luteinizing hormone release from cultured pituitary cells.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PLA₂
Product does not compete with ATP.
Reversible: no
Target IC50: 8 µM, 10 µM, 300 nM, 200 nM against cyclooxygenase, 5-lipoxygenase, 12-lipoxygenase, and 15-lipoxygenase , respectively, in whole cells

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Honda, H.M., et al. 1999. Arterioscler. Thromb. Vasc. Biol.19, 680.
Ekokoski, E., and Tornquist, K. 1994. Biochim. Biophys. Acta 1223, 274.
Ondrey, F., et al. 1989. Cancer Res.49, 1138.
Kuhn, H., et al. 1984. Eur. J. Biochem.139, 577.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


保管分類

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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