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136696-10-1

136696-10-1 Structure

136696-10-1 Structure
IdentificationBack Directory
[Name]

(5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid
[CAS]

136696-10-1
[Synonyms]

12-Oxo-ltb4
12-oxoleukotriene B4
12-Keto-leukotriene B4
12-dehydro-leukotriene B4
SJVWVCVZWMJXOK-NOJHDUNKSA-N
(5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid
6,8,10,14-Eicosatetraenoic acid, 5-hydroxy-12-oxo-, (S-(E,Z,E,Z))-
6,8,10,14-Eicosatetraenoic acid, 5-hydroxy-12-oxo-, (5S,6Z,8E,10E,14Z)-
[Molecular Formula]

C20H30O4
[MDL Number]

MFCD00065854
[MOL File]

136696-10-1.mol
[Molecular Weight]

334.45
Chemical PropertiesBack Directory
[Boiling point ]

524.2±50.0 °C(Predicted)
[density ]

1.036±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -80°C,protect from light
[solubility ]

DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): > 1 mg/ml
[pka]

4.66±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS02,GHS07
[Signal word ]

Danger
Hazard InformationBack Directory
[Description]

Leukotriene B4 (LTB4) is a dihydroxy fatty acid derived from arachidonic acid through the 5-LO pathway. It promotes a number of leukocyte functions including aggregation, stimulation of ion fluxes, enhancement of lysosomal enzyme release, superoxide anion production, chemotaxis, and chemokinesis. 12-oxo LTB4 is an initial metabolite of LTB4 formed via the LTB4 12-hydroxydehydrogenase pathway. It is rapidly converted to 10,11-dihydro-12-oxo-LTB4, followed by reduction of the 12-oxo group to give 10,11-dihydro-LTB4. 12-oxo-LTB4 (EC50 = 33 nM) is about 70-fold less potent than LTB4 (EC50 = 0.46 nM) at stimulating Ca2+ mobilization in human neutrophils. It is also significantly less potent than LTB4 at stimulating neutrophil migration with EC50 values of 170 and 2.7 nM for 12-oxo-LTB4 and LTB4, respectively.
[Uses]

12-oxo Leukotriene B4 in acetonitrile is a potent eicosanoid lipid mediators.
[Definition]

ChEBI: A long-chain fatty acid consisting of leukotriene B4 having a 12-keto group in place of the 12-hydroxy group.
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