Basic information
- CAS
300833-95-8- Standard SMILES
CCCCCCn1c(=O)c(C(=O)Nc2ccc(C(=O)OCCC)cc2)c(O)c2ccccc21- InChIKey
MDLUYYGRCGDKGL-UHFFFAOYSA-N- Molecular formula
- C26H30N2O5
- Average molar mass
- 450.5 g/mol
- Monoisotopic mass
- 450.21547206
Names & identifiers
- Preferred name
- Propyl 4-(1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamido)benzoate
- IUPAC
- propyl 4-[(1-hexyl-4-hydroxy-2-oxoquinoline-3-carbonyl)amino]benzoate
- English name
- GSA 10
- Molecular formula
- C26H30N2O5
- Molecular weight
- 450.53
Names & synonyms
300833-95-8GSA-10GSA 10propyl 4-(1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamido)benzoatepropyl 4-[(1-hexyl-4-hydroxy-2-oxoquinoline-3-carbonyl)amino]benzoateCHEMBL3947608propyl 4-{[(1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)carbonyl]amino}benzoateGSA10orb1305804SCHEMBL8593008SCHEMBL29498790GTPL10326
Show more names
propyl 4-[(1-hexyl-4-hydroxy-2-oxo-quinoline-3-carbonyl)amino]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
GSA-10?GLXC-03216BDBM50196077EX-A14248MFCD01128015STK034810AKOS000624567NCGC00387212-03
Database identifiers
- CAS
300833-95-8- PubChem CID
- 54683103
- ChEMBL
CHEMBL3947608- EC Number
- 808-811-9
Properties
Computed structural properties
- XLogP
- 5.6
- Topological polar surface area
- 95.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 11
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 726
Physicochemical properties
- Boiling point
- 620.2 · 620.2±55.0 °C(Predicted)
- Density
- 1.24 · 1.240±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 5 mM · Soluble to 5 mM in DMSO with gentle warming
- form
- Powder
- pka
- 4.5 · 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
- UNSPSC Code
- 51111800 · 51111800
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 280 · P280-P305+P351+P338
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionSmoothened (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.
UsesGSA 10 is a novel small-molecule positive modulator of smoothened. GSA 10 may have therapeutic interests in regenerative medicine.
Suppliers25 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
Aladdin Scientific[email protected]
杭州辅润医药科技有限公司15658004993 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
北京博奥森生物技术有限公司400-901-9800 18611424007 · [email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
广州致雅医药科技有限公司18122150900 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
上海楼岚生物科技有限公司021-52996696，15000506266 15000506266
杭州六可生物科技有限公司+86-0571-86912261 +86-15658003402 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
斯派螺（武汉）药物研发有限公司[email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
药渡经纬信息科技(北京)有限公司+86-400-851-9921 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
西安莱茵生物科技有限公司86-(0)29-85992781 17792393971 · [email protected]
Novachemistry44-20819178-90 02081917890 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
上海梅凯科技有限公司15300790979 18964014359 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
Related reactions
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Compound notes
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