15-Hydroxyeicosatetraenoic acid

Names

[ Name ]:
15-Hydroxyeicosatetraenoic acid

[Synonym ]:
15(S)-HETE
icomucret
(5Z,8Z,11Z,13E,15S)-15-Hydroxy-5,8,11,13-icosatetraenoic acid
15-HETE
15-Hydroxyeicosatetraenoic acid
5,8,11,13-Eicosatetraenoic acid, 15-hydroxy-, (5Z,8Z,11Z,13E,15S)-
15(S)-Hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid
(5Z,8Z,11Z,13E,15S)-15-hydroxyicosa-5,8,11,13-tetraenoic acid

Biological Activity

[Description]:

15(S)-HETE is an endogenous metabolite present in Urine that can be used for the research of Zellweger Syndrome[1][2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[In Vitro]

Endogenous metabolites is defined as those that are annotated by Kyoto Encyclopedia of Genes and Genomes as substrates or products of the ~1900 metabolic enzymes encoded in our genome. It is clear in the body of literature that there are documented toxic properties for many of these metabolites[1].

[References]

[1]. Lee N, et al. Endogenous toxic metabolites and implications in cancer therapy. Oncogene. 2020 Aug;39(35):5709-5720.

[2]. Mayatepek E, et al. 12- and 15-hydroxyeicosatetraenoic acid are excreted in the urine of peroxisome-deficient patients: evidence for peroxisomal metabolism in vivo. Pediatr Res. 1996 Jan;39(1):146-9.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
487.7±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₃₂O₃

[ Molecular Weight ]:
320.466

[ Flash Point ]:
262.8±25.2 °C

[ Exact Mass ]:
320.235138

[ PSA ]:
57.53000

[ LogP ]:
5.22

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.514

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H315-H319-H335

[ Precautionary Statements ]:
P210-P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F: Flammable;Xi: Irritant;

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
7-16-26-36

[ RIDADR ]:
UN 1170 3

[ HS Code ]:
2918199090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918199090

[ Summary ]:
2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

HMDB: a knowledgebase for the human metabolome.

Nucleic Acids Res. 37(Database issue) , D603-10, (2009)

The Human Metabolome Database (HMDB, http://www.hmdb.ca) is a richly annotated resource that is designed to address the broad needs of biochemists, clinical chemists, physicians, medical geneticists, ...

The human serum metabolome.

PLoS ONE 6(2) , e16957, (2011)

Continuing improvements in analytical technology along with an increased interest in performing comprehensive, quantitative metabolic profiling, is leading to increased interest pressures within the m...

Lack of association of ALOX12 and ALOX15B polymorphisms with psoriasis despite altered urinary excretion of 12(S)-hydroxyeicosatetraenoic acid.

Br. J. Dermatol. 172(2) , 337-44, (2015)

Pro- and anti-inflammatory metabolites of arachidonic acid - eicosanoids - participate in skin homeostasis, affecting the growth and differentiation of keratinocytes. Alterations of 12-lipoxygenase (L...