| Identification | Back Directory | [Name]
SAG | [CAS]
912545-86-9 | [Synonyms]
SAG
SAG.HCI
SAG (Smo agonist)
SAG(Smoothened Agonist)
Smoothened Agonist (SAG)
SAG (cyclopamine antagonist)
Smoothened Agonist (SAG) HCl
3-Chloro-N-[trans-4-(MethylaMino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]Methyl]-
3-chloro-N-((1r,4r)-4-(methylamino)cyclohexyl)-N-(3-(pyridin-4-yl)benzyl)benzo[b]thiophene-2-carboxamide
3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]- benzo[b]thiophene-2-carboxamide | [Molecular Formula]
C28H28ClN3OS | [MDL Number]
MFCD22581513 | [MOL File]
912545-86-9.mol | [Molecular Weight]
490.06 |
| Chemical Properties | Back Directory | [Appearance]
Orange to Red Oil | [Boiling point ]
688.6±55.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
Soluble in DMSO (up to 20 mg/ml), in DMF (up to 20 mg/ml) or in Ethanol (up to 20 mg/ml). | [form ]
lyophilized solid | [pka]
10?+-.0.40(Predicted) | [color ]
white to beige | [Water Solubility ]
H2O: 20mg/mL, clear | [Sensitive ]
Light Sensitive | [Stability:]
Light Sensitive | [InChIKey]
VFSUUTYAEQOIMW-YHBQERECSA-N | [SMILES]
O=C(C1=C(Cl)C2=C(C=CC=C2)S1)N([C@@]3([H])CC[C@@](NC)([H])CC3)CC4=CC(C5=CC=NC=C5)=CC=C4 |
| Hazard Information | Back Directory | [Chemical Properties]
Orange to Red Oil | [Uses]
A potent agonist of Hedgehog (Hh) signalling by activating the Smoothened (Smo) protein function. Studies identify novel properties of molecules displaying potential interest in the treatment of various cancers and brain diseases, and demonstrate that Smo is capable of signaling through G15. | [Description]
SAG (912545-86-9) is a smoothened agonist which binds directly to SMO and can block SMO inhibition by cyclopamine (Cat.# 10-1082). The conformation of SMO is altered by SAG binding which results in the accumulation of SMO in cilia and activated gene transcription. It should be noted that SAG inhibits hedgehog signaling at concentrations greater than 1 μM (EC50?for SMO activation is ~ 3 nM).1 | [Definition]
ChEBI: 3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(pyridin-4-yl)benzyl]-1-benzothiophene-2-carboxamide is a member of the class of 1-benzothiophenes that is 3-chloro-1-benzothiophene-2-carboxamide in which the amide nitrogen is substituted by trans-4-(methylamino)cyclohexyl and 3-(pyridin-4-yl)benzyl groups. A smoothened (Smo) receptor agonist that antagonizes cyclopamine action at the Smo receptor. Activates the Hedgehog signaling pathway in a Patched independent manner. It has a role as a SMO receptor agonist. It is a member of 1-benzothiophenes, an organochlorine compound, a biaryl, a phenylpyridine, a tertiary carboxamide and a secondary amino compound. | [Biochem/physiol Actions]
SAG is a potent and cell-permeable smoothened (Smo) agonist that activates Hedgehog pathway and counteracts Cyclopamine inhibition of Smo. | [storage]
+4°C | [References]
References/Citations
1) Chen?et al. (2002), Small molecule modulation of Smoothened activity; Proc. Natl. Acad. Sci. USA,?99?1407 |
| Safety Data | Back Directory | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
WGK 3 | [HS Code ]
2934999090 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Chronic 4 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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