20-hydroxy-20-oxoleukotriene B4

Names

[ Name ]:
20-hydroxy-20-oxoleukotriene B4

[Synonym ]:
(5S,6Z,8E,10E,12R,14Z)-5,12-Dihydroxy-6,8,10,14-icosatetraenedioic acid
20-carboxy-LTB4
20-hydroxy-20-oxoleukotriene B4
5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraene-1,20-dioic acid
6,8,10,14-Eicosatetraenedioic acid, 5,12-dihydroxy-, (5S,6Z,8E,10E,12R,14Z)-
5,12-Dihydroxy-delta5,8,11,14-eicosapolyendioic acid
20-COOH-LTB4
(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenedioic acid
20-carboxyleukotriene B4
20-COOH-Leukotriene B4
MFCD00065857

Biological Activity

[Description]:

20-Carboxy-Leukotriene B4 (20-COOH LTB4) is a metabolite of Leukotriene B4 (LTB4; HY-107608). 20-Carboxy-Leukotriene B4 binds to the BLT1 receptor with high affinity. 20-Carboxy-Leukotriene B4 inhibits LTB4-mediated neutrophil responses (migration, degranulation, leukotriene biosynthesis)[1].

[Related Catalog]:

Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite

[References]

[1]. Anne-Sophie Archambault, et al. 20-Hydroxy- and 20-carboxy-leukotriene (LT) B4 downregulate LTB4 -mediated responses of human neutrophils and eosinophils. J Leukoc Biol. 2019 Jun;105(6):1131-1142.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
588.3±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₃₀O₆

[ Molecular Weight ]:
366.449

[ Flash Point ]:
323.6±26.6 °C

[ Exact Mass ]:
366.204254

[ PSA ]:
115.06000

[ LogP ]:
2.02

[ Vapour Pressure ]:
0.0±3.7 mmHg at 25°C

[ Index of Refraction ]:
1.548

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,Xi

[ Risk Phrases ]:
11-36/37/38

[ Safety Phrases ]:
16-26-36

[ RIDADR ]:
UN 1170 3/PG 2

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

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...

Identification and biological activity of novel omega-oxidized metabolites of leukotriene B4 from human leukocytes.

FEBS Lett. 130(1) , 107-12, (1981)

Defective metabolism of leukotriene B4 in the Sjögren-Larsson syndrome.

J. Neurol. Sci. 183(1) , 61-7, (2001)

The Sjögren-Larsson Syndrome (SLS) is a neurocutaneous disorder, caused by deficient activity of the microsomal enzyme fatty aldehyde dehydrogenase (FALDH). FALDH catalyzes the oxidation of medium- an...