14,15-Ltd4
Grundinformationen
- CAS
75290-64-1- Standard-SMILES
CCCCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCC(=O)O)SC[C@H](N)C(=O)NCC(=O)O- InChIKey
BUTLPEVGZIRJOA-SPCGXPCUSA-N- Summenformel
- C25H40N2O6S
- Durchschnittliche Molmasse
- 496,7 g/mol
Überblick
Eoxin D4 is a leukotriene that is the 14R-(S-cysteinylglycyl),15S-hydroxy derivative of (5Z,8Z,10E,12E)-icosa-7,9,11,14-tetraenoic acid. It has a role as a metabolite. It is an eoxin and a leukotriene. It is functionally related to a (5Z,8Z,10E,12E)-icosatetraenoic acid.
Namen und Bezeichner
- Bevorzugter Name
- 14,15-Ltd4
- IUPAC
- (5Z,8Z,10E,12E,14R,15S)-14-[(2R)-2-amino-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-15-hydroxyicosa-5,8,10,12-tetraenoic acid
- Englischer Name
- 14,15-Leukotriene d4
- Summenformel
- C25H40N2O6S
- Molmasse
- 496.66
Namen und Synonyme
14,15-Leukotriene D4eoxin D4EXD414,15-LTD4CHEBI:63985DTXSID90103210815S-hydroxy,14R-(S-cysteinylglycinyl)-5Z,8Z,10E,12E-eicosatetraenoic acidRefChem:78564DTXCID00151711175290-64-1(5Z,8Z,10E,12E,14R,15S)-14-[(2R)-2-amino-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-15-hydroxyicosa-5,8,10,12-tetraenoic acid1H-Benzotriazole Monohydrochloride
Weitere Namen anzeigen
Glycine, S-[(1R,2E,4E,6Z,9Z)-13-carboxy-1-[(1S)-1-hydroxyhexyl]-2,4,6,9-tridecatetraen-1-yl]-L-cysteinyl-
S-[(1R,2E,4E,6Z,9Z)-13-carboxy-1-[(1S)-1-hydroxyhexyl]-2,4,6,9-tridecatetraen-1-yl]-L-cysteinyl-glycineorb1984978SCHEMBL2937242514,15-Leukotriene D4; EXD4LMFA03020032AKOS040755717PD057668CS-0139316
Datenbank-Bezeichner
- CAS
75290-64-1- DTXSID
DTXSID901032108- ChEBI
CHEBI:63985
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,2
- Polarare Oberfläche (TPSA)
- 175 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 8
- Frei drehbare Bindungen
- 20
- Schwere Atome
- 34
- Formalladung
- 0
- Komplexität
- 706
Experimentelle und physikochemische Eigenschaften
LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Leukotrienes [FA0302]
Physikochemische Eigenschaften
- Siedepunkt
- 786.4 · 786.4±60.0 °C(Predicted)
- Dichte
- 1.162 · 1.162±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- 50 mg/ml; · DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): >100 μg/ml
- pka
- 3.03 · 3.03±0.10(Predicted)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- Alarmwort
- Achtung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H225
Chemie und Industrie
Anwendungen
Beschreibung14,15-Leukotriene D4 (14,15-LTD4) is a member of an alternate class of LTs synthesized by a pathway involving the dual actions of 15- and 12-lipoxygenases (15- and 12-LOs) on arachidonic acid via 15-HpETE and 14,15-LTA4 intermediates. 14,15-LTD4 is classified as an eoxin (EXD4), because it is formed mostly by eosinophils. However, mast cells and nasal polyps can synthesize 14,15-LTD4 as well. Little is known about the physiological actions of 14,15-LTD4. 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-LTD4 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.
VerwendenEoxin D4 is synthesized via the 15-lipoxygenase-1 pathway in human eosinophils. Eoxins are proinflammatory arachidonic acid metabolites produced by mast cells.
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