4-[(2-methoxycarbonyl-5-thiophen-2-ylthiophen-3-yl)amino]-4-oxobut-2-enoic acid
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Grundinformationen
- CAS
682741-29-3- Standard-SMILES
COC(=O)c1sc(-c2cccs2)cc1NC(=O)C=CC(=O)O- InChIKey
GJODSFZNKNHKML-UHFFFAOYSA-N- Summenformel
- C14H11NO5S2
- Durchschnittliche Molmasse
- 337,378 g/mol
- Monoisotopische Masse
- 337,00786445
Namen und Bezeichner
- Bevorzugter Name
- 4-[(2-methoxycarbonyl-5-thiophen-2-ylthiophen-3-yl)amino]-4-oxobut-2-enoic acid
- IUPAC
- 4-{[5-(Methoxycarbonyl)[2,2'-bithiophen]-4-yl]amino}-4-oxobut-2-enoic acid
- Englischer Name
- HTS 01037
- Summenformel
- C14H11NO5S2
- Molmasse
- 337.37
Namen und Synonyme
HTS 01037HTS 01037 (HTS010374-{[2-(methoxycarbonyl)-5-(2-thinyl)-3-thienyl]amino}-4-oxo-2-butenoic acid[2,2'-Bithiophene]-5-carboxylic acid, 4-[(3-carboxy-1-oxo-2-propen-1-yl)amino]-, 5-methyl ester
Datenbank-Bezeichner
- CAS
682741-29-3- PubChem CID
- 2809910
- DTXSID
DTXSID90384604
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 621.2 · 621.2±55.0 °C(Predicted)
- Dichte
- 1.493 · 1.493±0.06 g/cm3(Predicted)
- storage temp.
- RT
- Löslichkeit
- Soluble in DMSO (up to 50 mg/ml)
- Aggregatzustand
- solid
- pka
- 3.39 · 3.39±0.10(Predicted)
- Farbe
- Yellow
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
- InChI
- 1S/C14H11NO5S2/c1-20-14(19)13-8(15-11(16)4-5-12(17)18)7-10(22-13)9-3-2-6-21-9/h2-7H,1H3,(H,15,16)(H,17,18)
- InChIKey
- GJODSFZNKNHKML-UHFFFAOYSA-N
- SMILES
- [s]1c(cc(c1C(=O)OC)NC(=O)C=CC(=O)O)c2[s]ccc2
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- WGK 3
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
BeschreibungAdipocyte fatty acid binding protein (A-FABP/aP2) is a carrier protein expressed in both adipocytes and macrophages where it functions in intracellular fatty acid solubilization, trafficking, and metabolism. Molecular disruption of A-FABP/aP2 in mice results in improved insulin sensitivity and protection from atherosclerosis. HTS 01037 is a high-affinity ligand of adipocyte fatty acid binding protein (A-FABP/aP2) (Ki = 0.67 μM) that presumably competes with fatty acids for functional binding in the ligand-binding cavity of A-FABP/aP2. At a concentration of 10 μM, HTS 01037 antagonizes the protein-protein interaction of A-FABP/aP2 with hormone sensitive lipase in cultured C8PA lipocytes. HTS 01037 inhibits lipolysis in 3T3L1 adipocytes and reduces lipopolysaccharide-stimulated inflammation in bone marrow-derived macrophages, both effects of which are similar to the phenotype of A-FABP/aP2 knockout mice.
VerwendenHTS 01037 is an inhibitor of fatty acid binding protein and a competitive antagonist of protein-protein interactions mediated by AFABP/aP2.
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