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Merck
CN

L5011

Leukotriene D4

~50 μg/mL (in methanol/ammonium acetate buffer, 70:30, pH 5.6), ≥97%

Synonym(s):

LTD4

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About This Item

Empirical Formula (Hill Notation):
C25H40N2O6S
CAS Number:
73836-78-9
Molecular Weight:
496.66
NACRES:
NA.77
PubChem Substance ID:
24896383
UNSPSC Code:
51111800
MDL number:
MFCD00036839

Key Documents

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Product Name

Leukotriene D4, ~50 μg/mL (in methanol/ammonium acetate buffer, 70:30, pH 5.6), ≥97%

InChI

1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6+,10-9-,12-11+,16-13+/t20-,21+,22-/m1/s1

SMILES string

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

InChI key

YEESKJGWJFYOOK-GKWRKXFUSA-N

assay

≥97%

concentration

~50 μg/mL (in methanol/ammonium acetate buffer, 70:30, pH 5.6)

shipped in

dry ice

storage temp.

−70°C

Quality Level

200

Biochem/physiol Actions

Slow reacting substance of anaphylaxis (SRS-A). Potent bronchoconstrictor and mediator of asthmatic and inflammatory processes. Increases cytosolic free Ca2+ in epithelial cells.

Features and Benefits

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

Packaging

Packaged under argon.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

49.5 °F

flash_point_c

9.7 °C

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
0000482675
0000482675
SLCM8963
SLCM8699
SLCG6971

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A Sjölander et al.
The Journal of biological chemistry, 265(34), 20976-20981 (1990-12-05)
Leukotrienes are recognized as important mediators of the inflammatory process. Recently, increasing attention has been paid to the role of noninflammatory cells in the regulation of the inflammatory process. To further increase our knowledge of this matter we have, in
Celine N Parmentier et al.
The Journal of allergy and clinical immunology, 129(4), 1136-1142 (2012-03-07)
Allergic asthma is characterized by reversible airway obstruction and bronchial hyperresponsiveness associated with T(H)2 cell-mediated inflammation. Cysteinyl leukotrienes (CysLTs) are potent lipid mediators involved in bronchoconstriction, mucus secretion, and cell trafficking in asthmatic patients. Recent data have implicated CysLTs in
Weijie Guan et al.
The Journal of allergy and clinical immunology, 131(2), 332-338 (2012-10-09)
Both leukotriene D(4) (LTD(4)) and methacholine bronchial provocation tests are measurements of airway responsiveness; however, their correlation and distinction remain unexplored. We sought to compare the 2 tests and classify leukotriene-responsiveness subtypes in asthmatic patients. In this randomized cross-over study
Hisako Matsumoto et al.
Cytokine, 57(1), 19-24 (2011-11-15)
Physiological mechanisms associated with interleukin-13 (IL-13), a key cytokine in asthma, in intracellular Ca(2+) signaling in airway smooth muscle cells (ASMCs) remain unclear. The aim of this study was to assess effects of IL-13 on Ca(2+) oscillations in response to
Nathan C Ni et al.
The Journal of pharmacology and experimental therapeutics, 339(3), 768-778 (2011-09-10)
Cysteinyl leukotrienes (CysLTs) are potent inflammatory mediators that predominantly exert their effects by binding to cysteinyl leukotriene receptors of the G protein-coupled receptor family. CysLT receptor 2 (CysLT(2)R), expressed in endothelial cells of some vascular beds, has been implicated in
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