Jervine

Cat. No. 4717 Submit a Review Datasheet / COA / SDS

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)

Datasheet

Citations

Reviews

Literature

Biological Activity Technical Data Solubility Calculators Datasheets References

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 solvent 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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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

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Product Datasheets

Certificate of Analysis / Product Datasheet

Safety Datasheet

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

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Literature in this Area

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Cancer Research Product Guide

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Stem Cells Scientific Review

Written by Kirsty E. Clarke, Victoria B. Christie, Andy Whiting and Stefan A. Przyborski, this review provides an overview of the use of small molecules in the control of stem cell growth and differentiation. Key signaling pathways are highlighted, and the regulation of ES cell self-renewal and somatic cell reprogramming is discussed. Compounds available from Tocris are listed.

Stem Cells Poster

Written by Rebecca Quelch and Stefan Przyborski from Durham University (UK), this poster describes the isolation of pluripotent stem cells, their maintenance in culture, differentiation, and the generation and potential uses of organoids.