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300833-95-8

300833-95-8 Structure

300833-95-8 Structure
IdentificationBack Directory
[Name]

GSA 10
[CAS]

300833-95-8
[Synonyms]

GSA 10
propyl 4-[(1-hexyl-4-hydroxy-2-oxo-quinoline-3-carbonyl)amino]benzoate
Propyl 4-(1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamido)benzoate
4-[[(1-Hexyl-1,2-dihydro-2-oxo-3-quinolinyl)carbonyl]amino]benzoic acid propyl ester
[Molecular Formula]

C26H30N2O5
[MDL Number]

MFCD01128015
[MOL File]

300833-95-8.mol
[Molecular Weight]

450.53
Chemical PropertiesBack Directory
[Boiling point ]

620.2±55.0 °C(Predicted)
[density ]

1.240±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble to 5 mM in DMSO with gentle warming
[form ]

Powder
[pka]

4.50±1.00(Predicted)
[color ]

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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Description]

Smoothened (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.
[Uses]

GSA 10 is a novel small-molecule positive modulator of smoothened. GSA 10 may have therapeutic interests in regenerative medicine.
[References]

[1] TATIANA GOROJANKINA. Discovery, molecular and pharmacological characterization of GSA-10, a novel small-molecule positive modulator of Smoothened.[J]. Molecular Pharmacology, 2013, 83 5: 1020-1029. DOI: 10.1124/mol.112.084590
Spectrum DetailBack Directory
[Spectrum Detail]

GSA 10(300833-95-8)1HNMR
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