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C6046

Sigma-Aldrich

20-Carboxy-leukotriene B4

~1 mg/mL in ethanol, ≥90% (HPLC)

Synonym(s):

20-Carboxy-LTB4

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About This Item

Empirical Formula (Hill Notation):
C20H30O6
CAS Number:
80434-82-8
Molecular Weight:
366.45
MDL number:
MFCD00065857
UNSPSC Code:
12352211
PubChem Substance ID:
24892831

assay

≥90% (HPLC)

form

liquid

concentration

~1 mg/mL in ethanol

functional group

carboxylic acid

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C20H30O6/c21-17(11-6-2-1-3-9-15-19(23)24)12-7-4-5-8-13-18(22)14-10-16-20(25)26/h2,4-8,12-13,17-18,21-22H,1,3,9-11,14-16H2,(H,23,24)(H,25,26)/b5-4+,6-2-,12-7+,13-8-/t17-,18-/m1/s1

InChI key

SXWGPVJGNOLNHT-VFLUTPEKSA-N

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

57.2 °F

flash_point_c

14 °C

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
026H0957

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P Borgeat et al.
Prostaglandins, 35(5), 723-731 (1988-05-01)
The 5S, 12S-dihydroxy-6,8,10,14-(E,Z,E,Z,)-eicosatetraenoic acid, a product of double dioxygenation of arachidonic acid by lipoxygenases, undergoes severe decomposition during gas chromatography-mass spectrometric (GC-MS) analysis of the trimethylsilyl ether methyl ester derivative. The decomposition product was studied by GC-MS and identified as
H Sumimoto et al.
The Journal of biological chemistry, 265(8), 4348-4353 (1990-03-15)
Leukotriene B4 (LTB4), a potent chemoattractant for leukocytes, is catabolized by human neutrophils via omega-oxidation. Neutrophil microsomes are known to oxidize 20-hydroxy-LTB4 (20-OH-LTB4) to its 20-oxo and 20-carboxy derivatives in the presence of NADPH. This activity has been ascribed to
Identification and biological activity of novel omega-oxidized metabolites of leukotriene B4 from human leukocytes.
G Hansson et al.
FEBS letters, 130(1), 107-112 (1981-07-20)
W Schönfeld et al.
Prostaglandins, leukotrienes, and medicine, 27(2-3), 227-236 (1987-05-01)
The generation and metabolism of leukotrienes (LTs) from polymorphonuclear granulocytes of four polytraumatic patients on stimulation with the Ca-Ionophore A 23187 were studied by high performance liquid chromatography. In contrast to healthy donors the concentration of LTB4 within the supernatant
M Yamane et al.
Journal of chromatography. B, Biomedical applications, 666(2), 197-202 (1995-04-21)
A method for the analysis of omega-carboxyleukotriene B4 and omega-hydroxyleukotriene B4 in human colonic carcinoma homogenate is described. The hydroxy groups of the leukotriene metabolite were acetylated by acetic anhydride, and the mixture was partially purified on a Sep-Pak C18
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