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Key Documents

434741

Sigma-Aldrich

ETYA

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H24O2
CAS Number:
Molecular Weight:
296.40
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

¥1,002.92


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Quality Level

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

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This Item
189400524488123040
ETYA Inhibits arachidonic acid uptake and the activities of arachidonic acid specific and non-specific acyl-CoA synthetases.

434741

ETYA

Phloretin A cell-permeable inhibtor of protein kinase C (IC₅₀ = 20-50 µM).

524488

Phloretin

assay

≥95% (TLC)

assay

≥85% (titration)

assay

≥97% (TLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

storage temp.

−20°C

storage temp.

10-30°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

ethanol: 20 mg/mL, DMSO: soluble

solubility

0.1 M NaOH: 35 mg/mL

solubility

acetone: soluble, ethanol: soluble, methanol: soluble

solubility

methanol: 10 mg/mL, water: soluble

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

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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