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Submit ReviewJervine
Description: Inhibitor of Hedgehog (Hh) signaling; binds directly to Smo
Chemical Name: (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-11(1H)-one
Purity: ≥98% (HPLC)
Biological Activity
Inhibitor of Hedgehog signaling (IC50 = 500 - 700 nM); binds directly to Smoothened (Smo). Inhibits the response of target tissues to Sonic hedgehog signaling, possibly via the sterol sensing domain of Patched. Teratogenic.
Technical Data
| M. Wt | 425.6 |
| Formula | C27H39NO3 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 469-59-0 |
| PubChem ID | 10098 |
| InChI Key | CLEXYFLHGFJONT-DNMILWOZSA-N |
| Smiles | O[C@H](C2)CC[C@@]1(C)C2=CC[C@]([C@@](CC[C@@]54O[C@@](C[C@H](C)CN6)([H])[C@]6([H])[C@H]5C)([H])C3=[C@@]4C)([H])[C@@]([H])1C3=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 21.28 | 50 | |
| DMSO | 8.51 | 20 |
Preparing Stock Solutions
The following data is based on the product molecular weight 425.6. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.5 mM | 4.7 mL | 23.5 mL | 46.99 mL |
| 2.5 mM | 0.94 mL | 4.7 mL | 9.4 mL |
| 5 mM | 0.47 mL | 2.35 mL | 4.7 mL |
| 25 mM | 0.09 mL | 0.47 mL | 0.94 mL |
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Product Datasheets
References
References are publications that support the biological activity of the product.
Cooper et al (1998) Teratogen-mediated inhibition of target tissue response to Shh signaling. Science 280 1603 PMID: 9616123
Williams et al (2003) Identification of a small molecule inhibitor of the hedgehog signaling pathway: effects on basal cell carcinoma-like lesions. Proc.Natl.Acad.Sci.USA 100 4616 PMID: 12679522
ten Berge et al (2001) Prx1 and Prx2 are upstream regulators of sonic hedgehog and control cell proliferation during mandibular arch morphogenesis. Development 128 2929 PMID: 11532916
If you know of a relevant reference for Jervine, please let us know.
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Keywords: Jervine, Jervine supplier, Jervine, teratogens, teratogenic, Smoothened, Smo, antagonists, Hedgehog, signaling, signalling, inhibitors, inhibits, Receptors, Signaling, 4717, Tocris Bioscience
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