H3023
20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid
≥90% (HPLC), liquid, Ras/MAP pathway activitor
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All Photos(1)
Synonym(s):
20-HETE, 20-Hydroxyarachidonic acid
Empirical Formula (Hill Notation):
C20H32O3
CAS Number:
Molecular Weight:
320.47
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
Assay
≥90% (HPLC)
form
liquid
concentration
~100 μg/mL in ethanol
shipped in
dry ice
storage temp.
−20°C
SMILES string
OCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
InChI
1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-
InChI key
NNDIXBJHNLFJJP-DTLRTWKJSA-N
Biochem/physiol Actions
20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid (20-HETE) is an arachidonic acid metabolite via cytochrome P4504A, that is an activator of the Ras/MAP (microtubule-associated protein) pathway. 20-HETE acid is a predominant arachidonic acid present in the kidney. It is involved in the regulation of sodium, potassium and chloride transport in the renal tubules. 20-HETE is often excreted in urine in the form of glucuronide conjugate and sometimes as free acids. Increased urine 20-HETE is observed during pregnancy in rats.
Packaging
Packaged under argon.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2
WGK
WGK 1
Flash Point(F)
57.2 °F
Flash Point(C)
14.0 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Tiago J Costa et al.
Frontiers in physiology, 9, 490-490 (2018-06-06)
Postmenopausal period has been associated to different symptoms such as hot flashes, vulvovaginal atrophy, hypoactive sexual desire disorder (HSDD) and others. Clinical studies have described postmenopausal women presenting HSDD can benefit from the association of testosterone to conventional hormonal therapy.
Elevated 12-and 20-hydroxyeicosatetraenoic acid in urine of patients with prostatic diseases
Nithipatikom K, et al.
Cancer Letters, 233(2), 219-225 (2006)
Lingling Lu et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 39(3), 481-496 (2017-10-27)
Astrocytes express neurotransmitter receptors that serve as sensors of synaptic activity and initiate signals leading to activity-dependent local vasodilation and increases in blood flow. We previously showed that arteriolar vasodilation produced by activation of cortical astrocytes is dependent on endothelial
Kathleen M Lukaszewicz et al.
Clinical science (London, England : 1979), 124(12), 695-700 (2013-02-27)
20-HETE (20-hydroxyeicosatetraenoic acid), a vasoconstrictor metabolite of arachidonic acid formed through the action of CYP4A (cytochrome P450-4A) in vascular smooth muscle cells, has been implicated in the development of hypertension and vascular dysfunction. There have been a number of reports
Jonas C Fordsmann et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(6), 2562-2570 (2013-02-09)
Cortical spreading depression (CSD) is associated with release of arachidonic acid, impaired neurovascular coupling, and reduced cerebral blood flow (CBF), caused by cortical vasoconstriction. We tested the hypothesis that the released arachidonic acid is metabolized by the cytochrome P450 enzyme
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