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L5011

Sigma-Aldrich

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:
Molecular Weight:
496.66
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥97%

concentration

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

shipped in

dry ice

storage temp.

−70°C

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

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

InChI key

YEESKJGWJFYOOK-GKWRKXFUSA-N

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.

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

49.5 °F

Flash Point(C)

9.7 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Alcohols
Hazardous rank II

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

L5011-250UG:4548173201382
L5011-50UG:4548173201405
L5011-10UG-PW:
L5011-25UG:4548173201399
L5011-BULK:
L5011-10UG:4548173201375
L5011-250UG-PW:
L5011-VAR:
L5011-25UG-PW:
L5011-50UG-PW:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Pontus K A Forsell et al.
Lipids, 47(8), 781-791 (2012-06-12)
Human 15-lipoxygenase-1 (15-LO-1) can metabolize arachidonic acid (ARA) into pro-inflammatory mediators such as the eoxins, 15-hydroperoxyeicosatetraenoic acid (HPETE), and 15-hydroxyeicosatetraenoyl-phosphatidylethanolamine. We have in this study investigated the formation of various lipid hydroperoxide by either purified 15-LO-1 or in the Hodgkin
Taylor A Doherty et al.
The Journal of allergy and clinical immunology, 132(1), 205-213 (2013-05-22)
Cysteinyl leukotrienes (CysLTs) contribute to asthma pathogenesis, in part through cysteinyl leukotriene receptor 1 (CysLT1R). Recently discovered lineage-negative type 2 innate lymphoid cells (ILC2s) potently produce IL-5 and IL-13. We hypothesized that lung ILC2s might be activated by leukotrienes through
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
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

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