GSA 10
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Grundinformationen
- CAS
300833-95-8- Standard-SMILES
CCCCCCn1c(=O)c(C(=O)Nc2ccc(C(=O)OCCC)cc2)c(O)c2ccccc21- InChIKey
MDLUYYGRCGDKGL-UHFFFAOYSA-N- Summenformel
- C26H30N2O5
- Durchschnittliche Molmasse
- 450,53 g/mol
Namen und Bezeichner
- Bevorzugter Name
- GSA 10
- Englischer Name
- GSA 10
- Summenformel
- C26H30N2O5
- Molmasse
- 450.53
Namen und Synonyme
GSA 10propyl 4-[(1-hexyl-4-hydroxy-2-oxo-quinoline-3-carbonyl)amino]benzoatePropyl 4-(1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamido)benzoate4-[[(1-Hexyl-1,2-dihydro-2-oxo-3-quinolinyl)carbonyl]amino]benzoic acid propyl esterBenzoic acid, 4-[[(1-hexyl-1,2-dihydro-4-hydroxy-2-oxo-3-quinolinyl)carbonyl]amino]-, propyl esterInhibitor,differentiation,regenerative medicine,Smoothened receptor,quinolinecarboxamide derivative,cancer,Smoothened,GSA 10,GSA-10,Smo,osteoblasts,Hedgehog,GSA10,inhibit,multipotent mesenchymal progenitor cell
Datenbank-Bezeichner
- CAS
300833-95-8- PubChem CID
- 54683103
- ChEMBL
CHEMBL3947608- EC Number
- 808-811-9
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 620.2 · 620.2±55.0 °C(Predicted)
- Dichte
- 1.24 · 1.240±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- 5 mM · Soluble to 5 mM in DMSO with gentle warming
- Aggregatzustand
- Powder
- pka
- 4.5 · 4.50±1.00(Predicted)
- Farbe
- White to light yellow
- InChI
- 1S/C26H30N2O5/c1-3-5-6-9-16-28-21-11-8-7-10-20(21)23(29)22(25(28)31)24(30)27-19-14-12-18(13-15-19)26(32)33-17-4-2/h7-8,10-15,29H,3-6,9,16-17H2,1-2H3,(H,27,30)
- InChIKey
- MDLUYYGRCGDKGL-UHFFFAOYSA-N
- SMILES
- OC(C1=CC=CC=C1N2CCCCCC)=C(C(NC3=CC=C(C(OCCC)=O)C=C3)=O)C2=O
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
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Anwendungen
BeschreibungSmoothened (SMO) is a cell surface receptor that, with Patched, mediates hedgehog signaling to regulate gene expression through the Gli transcription factors. GSA 10 is a quinolinecarboxamide derivative that acts as an agonist of SMO. By acting at SMO, GSA 10 has been shown to promote the differentiation of multipotent mesenchymal progenitor cells into osteoblasts (EC50 = 1.2 μM). Most notably, GSA 10 does not recognize the classic cyclopamine binding site as do other SMO agonists and as such has been used to characterize a novel SMO active site.
VerwendenGSA 10 is a novel small-molecule positive modulator of smoothened. GSA 10 may have therapeutic interests in regenerative medicine.
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