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Merck
CN

L0517

Leukotriene B4

≥97%, c-Fos stimulator, liquid

Synonym(s):

[5S,12R]-Dihydroxy-[6Z,8E,10E,14Z]-eicosatetraenoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H32O4
CAS Number:
71160-24-2
Molecular Weight:
336.47
NACRES:
NA.77
PubChem Substance ID:
24896256
UNSPSC Code:
12352200
EC Number:
200-578-6
MDL number:
MFCD00135630
Assay:
≥97%
Form:
liquid
Quality level:
200

Key Documents

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Product Name

Leukotriene B4, ≥97%

InChI key

VNYSSYRCGWBHLG-AMOLWHMGSA-N

InChI

1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1

SMILES string

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

assay

≥97%

form

liquid

Quality Level

200

Gene Information

human ... LTB4R(1241)
rat ... Ltb4r(59264)

shipped in

dry ice

storage temp.

−20°C

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Biochem/physiol Actions

Proinflammatory agent. Stimulates c-Fos and c-Jun proto-oncogene transcription in human monocytes. Stimulates chemotaxis, aggregation, and degranulation of polymorphonuclear leukocytes.

Features and Benefits

This compound is featured on the Leukotriene Receptors and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Data sheet which accompanies each product includes special handling instructions. Except where noted, method for hydrolysis of methyl esters is also described.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

57.2 °F - closed cup

flash_point_c

14.0 °C - closed cup

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SLCN9357
SLCM5160
SLCM1358
SLCN1135
SLCL5470

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H E Claesson et al.
International journal of immunopharmacology, 14(3), 441-449 (1992-04-01)
Leukotriene (LT) B4 is a biologically active molecule derived from arachidonic acid via the 5-lipoxygenase pathway. It mediates certain inflammatory and immunological reactions. The role of LTB4 in the immune system has been questioned since lymphocytes have been regarded to
Lloyd Tanner et al.
Journal of innate immunity, 12(3), 203-225 (2019-09-19)
Chronic obstructive pulmonary disease (COPD) affects the lives of an ever-growing number of people worldwide. The lack of understanding surrounding the pathophysiology of the disease and its progression has led to COPD becoming the third leading cause of death worldwide.
Preeti Subramanian et al.
Investigative ophthalmology & visual science, 57(11), 4581-4588 (2016-09-17)
5-Lipoxygenase (5-LOX) oxygenates arachidonic acid to form 5-hydroperoxyeicosatetraenoic acid, which is further converted into biologically detrimental leukotrienes, such as leukotriene B4 (LTB4). The RPE and retina express the PNPLA2 gene for pigment epithelium-derived factor receptor (PEDF-R), a lipase involved in
Vincenzo Quagliariello et al.
Journal of personalized medicine, 10(4) (2020-10-23)
Several strategies based on immune checkpoint inhibitors (ICIs) have been developed for cancer therapy, opening to advantages in cancer outcomes. However, several ICI-induced side effects have emerged in these patients, especially a rare but clinically significant cardiotoxicity with high rate
Leukotriene A4 hydrolase/aminopeptidase, the gatekeeper of chemotactic leukotriene B4 biosynthesis.
Jesper Z Haeggström
The Journal of biological chemistry, 279(49), 50639-50642 (2004-09-02)
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