22-NHC
SIGMA/SML1155 - ≥98% (HPLC)
Synonym: (3β,20S)-20-[(3-Methylbutyl)amino]-pregn-5-en-3-ol; 22-Azacholesterol
CAS Number: 3915-24-0
Empirical Formula (Hill Notation): C26H45NO
Molecular Weight: 387.64
Linear Formula: C26H45NO
Product Type: Chemical
| assay | ≥98% (HPLC) |
| color | white to beige |
| form | powder |
| InChI | 1S/C26H45NO/c1-17(2)12-15 |
| InChI key | PCLDERUMTJBTMY-MJHCCXMASA |
| Quality Level | 100  |
| solubility | DMSO: 1 mg/mL, clear (warmed) |
| storage temp. | 2-8°C |
| Biochem/physiol Actions: | 22-NHC (22-Azacholesterol) is the first small molecule inhibitor that inhibits Hedgehog (Hh) signaling by binding the oxysterol-binding site of Smo. Oxysterols are the only known endogenous activators of Hedgehog signaling, with 20(S)-hydroxycholesterol being the most potent, and act at a site distinct from that targeted by current Smo inhibitors such as cyclopamine and SANT1. 22-Azacholesterol (22-NHC) inhibited Sonic Hedgehog (Shh) signaling with an IC50 of 3 μM in NIH-3T3 cells. 22-NHC binds to the same allosteric site as 20(S)-hydroxycholesterol (20-OHC), which is distinct from the cyclopamine site and the itraconazole site, and appears to act by competing with binding of 20-OHC to mSmo. |
| Packaging: | 5, 25 mg in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | 2-8°C |
| UNSPSC | 51111800 |