Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

H9521

Sigma-Aldrich

15(S)-Hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid

~100 μg/mL in ethanol, ≥95%

Synonym(s):

15(S)-HPETE

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C20H32O4
CAS Number:
Molecular Weight:
336.47
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥95%

concentration

~100 μg/mL in ethanol

shipped in

dry ice

Storage temp.

−70°C

SMILES string

CCCCC[C@H](OO)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI

1S/C20H32O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,8-11,14,17,19,23H,2-3,6-7,12-13,15-16,18H2,1H3,(H,21,22)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1

Inchi Key

BFWYTORDSFIVKP-VAEKSGALSA-N

Packaging

Packaged under Argon.

Pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

57.2 °F - closed cup

flash_point_c

14 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Kotha Anil Kumar et al.
Biotechnology and applied biochemistry, 52(Pt 2), 121-133 (2008-05-23)
The antiproliferative effects of 15-LOX (15-lipoxygenase) metabolites of arachidonic acid {(15S)-HPETE [(15S)-hydroperoxyeicosatetraenoic acid] and (15S)-HETE [(15S)-hydroxyeicosatetraenoic acid]} and the mechanism(s) involved were studied in the human T-cell leukaemia cell line Jurkat. (15S)-HPETE, the hydroperoxy metabolite of 15-LOX, inhibited the growth
Lorraine M Sordillo et al.
Free radical biology & medicine, 44(1), 34-43 (2007-11-30)
Increased intracellular adhesion molecule 1 (ICAM-1) expression and enhanced monocyte recruitment to the endothelium are critical steps in the early development of atherosclerosis. The 15-lipoxygenase 1 (15-LOX1) pathway can generate several proinflammatory eicosanoids that are known to enhance ICAM-1 expression
Nguyen Dang Hung et al.
Prostaglandins & other lipid mediators, 90(3-4), 105-111 (2009-10-13)
Arachidonic acid, released from PLA(2) hydrolysis of phosphatidylcholine, is converted to pro-inflammatory or anti-inflammatory mediators. Although lysophosphatidylcholine (lysoPC), another product, is known to be pro-inflammatory, the role of polyunsaturated lysoPCs is not clear. Here, we examined the role of arachidonoyl-lysoPC
Huiyong Yin et al.
Antioxidants & redox signaling, 7(1-2), 170-184 (2005-01-15)
Free radical-initiated autoxidation of polyunsaturated fatty acids (PUFAs) has been implicated in numerous human diseases, including atherosclerosis and cancer. This review covers the free radical mechanisms of lipid oxidation and recent developments of analytical techniques to analyze the lipid oxidation
J A Weaver et al.
Free radical biology & medicine, 30(3), 299-308 (2001-02-13)
Selenium (Se) is an integral component of glutathione peroxidase and is able to detoxify peroxides that can affect arachidonic acid (AA) metabolism, thereby influencing eicosanoid biosynthesis. This study investigated the effects of oxidant stress, a consequence of Se deficiency, on

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service