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Merck

420210

Jervine

A cell-permeable steroidal alkaloid similar to cyclopamine that displays teratogenic effects and induces cyclopia by blocking Sonic Hedgehog signaling.

Synonym(s):

Jervine, (3β, 23β)-17,23-Epoxy-3-hydroxyveratraman-11-one, 11-Ketocyclopamine, Shh Signaling Antagonist III

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About This Item

Empirical Formula (Hill Notation):
C27H39NO3
CAS Number:
469-59-0
Molecular Weight:
425.60
UNSPSC Code:
12352200
MDL number:
MFCD01684066

Product Name

Jervine, A cell-permeable steroidal alkaloid similar to cyclopamine that displays teratogenic effects and induces cyclopia by blocking Sonic Hedgehog signaling.

InChI

1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3

InChI key

CLEXYFLHGFJONT-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

ethanol: 10 mg/mL
DMSO: 5 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Induces cyclopia by blocking shh (Sonic Hedgehog) signaling
Product does not compete with ATP.
Reversible: no
Target IC50: ~ 500-700 nM blocking shh (Sonic Hedgehog) signaling in s12 cells

Disclaimer

Toxicity: Toxic (F)

General description

A cell-permeable steroidal alkaloid similar to cyclopamine (Cat. No. 239803) that displays teratogenic effects and induces cyclopia by blocking shh (Sonic Hedgehog) signaling (IC50 = ~ 500-700 nM in s12 cells). Tomatidine (Cat. No. 614350) serves as a suitable negative control.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Williams, J.A., et al. 2003. Proc. Natl. Acad. Sci. USA100, 4616.
Cooper, M. K., et al. 2003. Nat. Genet.33, 508.
Mistretta, C.M., 2003. Dev. Biol.254, 1.
ten Berge, D., et al. 2001. Development128, 2929.
Cooper, M.K., et al. 1998. Science280, 1603.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution in fresh DMSO, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Slight warming may be required to achieve complete solubilization in ethanol.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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