Jervine

Jervine (CAS 469-59-0)

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Application: A naturally occuring steroidal alkaloid that can inhibit the sonic hedgehog pathway
CAS Number: 469-59-0
Molecular Weight: 425.6
Molecular Formula: C27H39NO3
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Jervine is a naturally occuring steroidal alkaloid that causes cyclopia by blocking sonic hedgehog signaling. This is derived from the Veratrum plant species. It is a close structural analog of cyclopamine which specifically inhibits the hedgehog (Hh) pathway by interaction with the hedgehog signaling protein Smo. Jervine can be used to induce abnormal morphogenesis in a number of experimental models. Jervine is an inhibitor of Smo.


References

1. Incardona, J.P., et al. 2000. Dev. Biol. 224: 440-452. PMID: 10926779
2. Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. U.S.A. 99: 14071-14076. PMID: 12391318
3. Mistretta, C.M., et al. 2003. Dev. Biol. 254: 1-18. PMID: 12606278
4. ten Berge, D., et al. 2001. Development. 128: 2929-2938. PMID: 11532916

Physical State :
Solid
Solubility :
Soluble in ethanol (10 mg/ml warm), DMF (6 mg/ml), DMSO (5 mg/ml), methanol (>2 mg/ml), chloroform, and dichloromethane. Insoluble in water.
Storage :
Store at -20° C
Melting Point :
248-252° C
Boiling Point :
592.02° C at 760 mmHg
Density :
1.19 g/cm3
Refractive Index :
n20D 1.59
IC50 :
induces cyclopia by blocking shh (Sonic Hedgehog) signaling: IC50 = ~ 500-700 nM (s12 cells)
Ki Data :
C-8 sterol isomerase: Ki= 284 nM (Saccharomyces cerevisiae S288c)
pK Values :
pKb: 10.48
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
WG9700000
Transport :
UN 2811, Class 6.1, Packing group III
PubChem CID :
222153
Merck Index :
14: 5264
MDL Number :
MFCD01684066
EC Number :
207-417-9
SMILES :
CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5C(=O)C4=C3C)C)O)C)NC1

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Certificate of Analysis

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