CAS 74841-69-3

11-trans-Leukotriene C4

Description:

11-trans-Leukotriene C4 is a sulfur-containing lipid mediator that plays a significant role in inflammatory responses and various physiological processes. It is a member of the leukotriene family, which are derived from arachidonic acid through the lipoxygenase pathway. This compound is characterized by its potent biological activity, particularly in promoting bronchoconstriction, increasing vascular permeability, and attracting immune cells to sites of inflammation. The structure of 11-trans-Leukotriene C4 includes a unique arrangement of double bonds and a cysteinyl group, which is crucial for its receptor interactions. It is primarily produced by immune cells such as mast cells and eosinophils and is involved in conditions like asthma and allergic reactions. Due to its biological significance, 11-trans-Leukotriene C4 is a target for therapeutic interventions aimed at managing inflammatory diseases. Its stability and reactivity are influenced by environmental factors, making it a subject of interest in pharmacological research.

Formula: C₃₀H₄₇N₃O₉S

InChI: InChI=1S/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9+,12-11+,16-13+/t22-,23-,24-,25+/m0/s1

InChI key: InChIKey=GWNVDXQDILPJIG-CCHJCNDSSA-N

SMILES: [C@@H](CS[C@@H]([C@H](CCCC(O)=O)O)/C=C/C=C/C=C/C/C=C\CCCCC)(NC(CC[C@@H](C(O)=O)N)=O)C(NCC(O)=O)=O

Synonyms:

• 11-trans-LTC₄
• 11-trans-Leukotriene C₄
• 74841-69-3
• <span class="text-smallcaps">L</smallcap>-γ-Glutamyl-S-[(1R,2E,4E,6E,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraen-1-yl]-<smallcap>L</span>-cysteinylglycine
• Glycine, <span class="text-smallcaps">L</smallcap>-γ-glutamyl-S-[(1R,2E,4E,6E,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraen-1-yl]-<smallcap>L</span>-cysteinyl-
• Glycine, <span class="text-smallcaps">L</smallcap>-γ-glutamyl-S-[(1R,2E,4E,6E,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraenyl]-<smallcap>L</span>-cysteinyl-
• Glycine, N-[S-[1-(4-carboxy-1-hydroxybutyl)-2,4,6,9-pentadecatetraenyl]-N-<span class="text-smallcaps">L</smallcap>-γ-glutamyl-<smallcap>L</span>-cysteinyl]-, [R-[R*,S*-(E,E,E,Z)]]-
• Leukotriene C₂
• L-γ-Glutamyl-S-[(1R,2E,4E,6E,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraen-1-yl]-L-cysteinylglycine
• Leukotriene C2
• Glycine, N-[S-[1-(4-carboxy-1-hydroxybutyl)-2,4,6,9-pentadecatetraenyl]-N-L-γ-glutamyl-L-cysteinyl]-, [R-[R*,S*-(E,E,E,Z)]]-
• Glycine, L-γ-glutamyl-S-[(1R,2E,4E,6E,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraen-1-yl]-L-cysteinyl-

11-trans Leukotriene C4

CAS: 74841-69-3

11-trans LTC4 is a C-11 isomer of LTC4, forms slowly on storage, is less common but similarly potent in contractions, pKis: 6.42 (LTC4), 6.58 (11-trans).

Formula: C₃₀H₄₇N₃O₉S

Color and Shape: Solid

Molecular weight: 625.78

Ref: TM-T37492