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Eoxin D4
| Column 1 | Column 2 |
|---|---|
| IUPAC name | |
| S-[(6S,7R,8E,10E,12Z,15Z)-19-Carboxy-6-hydroxy-8,10,12,15-nonadecatetraen-7-yl]-L-cysteinylglycine | |
| Other names | |
| 14,15-Leukotriene D4; 14,15-LTD4 | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}75290-64-1 |
| 3D model (JSmol) | Interactive image |
| ChEBI | CHEBI:63985 |
| ChemSpider | 24822074 |
| PubChem CID | 42607304 |
| CompTox Dashboard (EPA) | DTXSID901032108 |
| InChI | |
| InChI=1S/C25H40N2O6S/c1-2-3-12-15-21(28)22(34-19-20(26)25(33)27-18-24(31)32)16-13-10-8-6-4-5-7-9-11-14-17-23(29)30/h4,6-10,13,16,20-22,28H,2-3,5,11-12,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b6-4-,9-7-,10-8+,16-13+/t20-,21-,22+/m0/s1Key: BUTLPEVGZIRJOA-SPCGXPCUSA-N | |
| SMILES | |
| CCCCCC@@HO | |
| Chemical formula | C25H40N2O6S |
| Molar mass | 496.66 g·mol−1 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references | |
Eoxin D4 (EXD4), also known as 14,15-leukotriene D4, is an eoxin. Cells make eoxins by metabolizing arachidonic acid with a 15-lipoxygenase enzyme to form (15S)-hydroperoxyeicosapentaenoic acid (i.e. 15(S)-HpETE). This product is then converted serially to EXA4, EXC4, EXD4, and EXE4 by LTC4 synthase, an unidentified gamma-glutamyltransferase, and an unidentified dipeptidase, respectively, in a pathway which appears similar if not identical to the pathway which forms leukotrienes, i.e. LTA4, LTC4, LTD4, and LTE4. This pathway is schematically shown as follows:
EXA4 is viewed as an intracellular-bound, short-lived intermediate which is rapidly metabolized to the downstream eoxins. The eoxins downstream of EXA4 are secreted from their parent cells and, it is proposed but not yet proven, serve to regulate allergic responses and the development of certain cancers (see eoxins).
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