14,15-Leukotriene C4

Leukotrienes (LTs) are a group of acute inflammatory mediators derived from arachidonic acid in leukocytes. The majority of these metabolites are formed through the 5-lipoxygenase (5-LO) pathway. 14,15-LTC4 is a member of an alternate class of LTs synthesized by a pathway involving the dual actions of 15- and 12-LOs on arachidonic acid via 15-HpETE and 14,15-LTA4 intermediates. 14,15-LTC4 is classified as an eoxin, because it is formed mostly by eosinophils. However, mast cells and nasal polyps can synthesize 14,15-LTC4 as well. Little is known about the physiological actions of 14,15-LTC4. It has weak contractile activity on both guinea pig ileum and pulmonary parenchyma in contrast to the effects of 5-LO-derived LTs. However, in an in vitro permeability assay, 14,15-LTC4 can increase vascular permeability of human endothelial cell monolayers, with similar potency to that of 5-LO-derived LTs resulting in plasma leakage - a hallmark of inflammation. Formal Name: 15S-hydroxy-14R-(S-glutathionyl)-5Z,8Z,10E,12E-eicosatetraenoic acid. CAS Number: 75290-60-7. Synonyms: Eoxin C4, EXC4, 14,15-LTC4. Molecular Formula: C30H47N3O9S. Formula Weight: 625.8. Purity: >95%. Formulation: A solution in methanol. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, Ethanol: 1 mg/ml, PBS (pH 7.2): 100 µg/ml. lambdamax: 280 nm. SMILES: CCCCC[C@H](O)[C@H](SC[C@H](NC(CC[C@@H](C(O)=O)N)=O)C(NCC(O)=O)=O)/C=C/C=C/C=C\C/C=C\CCCC(O)=O. InChi Code: InChI=1S/C30H47N3O9S/c1-2-3-12-15-24(34)25(16-13-10-8-6-4-5-7-9-11-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h4,6-10,13,16,22-25,34H,2-3,5,11-12,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b6-4-. InChi Key: OBQVBASHEWLKCQ-JWVGDOKUSA-N.