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239803

Cyclopamine

from Veratrum californicum, ≥97% (HPLC), solid, Sonic Hedgehog signaling antagonist, Calbiochem®

別名:

Cyclopamine, V. californicum

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この商品について

実験式（ヒル表記法）:
C27H41NO2
CAS番号:
4449-51-8
分子量:
411.62
UNSPSC Code:
12352116
NACRES:
NA.77
MDL number:
MFCD09878269
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
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製品名

Cyclopamine, V. californicum, Cyclopamine, V. californicum, CAS 4449-51-8, is a cell-permeable steroidal alkaloid & cholesterol mimic that specifically antagonizes Sonic Hedgehog signaling through direct interaction with Smo.

Quality Segment

description

RTECS - GY0750000

assay

≥95% (HPLC)

form

solid

potency

20 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

off-white

solubility

DMF: 10 mg/mL, DMSO: 4 mg/mL, ethanol: 5 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

N1[C@@H]2[C@H](O[C@@]3([C@@H]2C)CC[C@H]4[C@H]5[C@@H]([C@]6(CC[C@@H](CC6=CC5)O)C)CC4=C3C)C[C@@H](C1)C

InChI

1S/C27H41NO2/c1-15-11-24-25(28-14-15)17(3)27(30-24)10-8-20-21-6-5-18-12-19(29)7-9-26(18,4)23(21)13-22(20)16(27)2/h5,15,17,19-21,23-25,28-29H,6-14H2,1-4H3/t15-,17+,19-,20-,21-,23-,24+,25-,26-,27-/m0/s1

InChI key

QASFUMOKHFSJGL-LAFRSMQTSA-N

General description

A cell-permeable steroidal alkaloid and cholesterol mimic that displays both teratogenic and antitumor activities. It disrupts cholesterol bio-synthesis and specifically antagonizes shh (Sonic Hedgehog) signaling pathway through direct interaction with Smo (smoothened), a distant relative of G-protein-coupled receptors. A valuable tool for studying the involvement of shh signaling in the development of various tumors. Tomatidine can be used as a negative control. Also available as a 10 mM solution in Ethanol (Cat. No. 239806).
Cyclopamine, V. californicum, CAS 4449-51-8, is a cell-permeable steroidal alkaloid & cholesterol mimic that specifically antagonizes Sonic Hedgehog signaling through direct interaction with Smo.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Hh signaling in Shh-light2 assay
Product does not compete with ATP.

Preparation Note

Ethanol stock solutions may require warming to achieve complete solubilization.
Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Berman, D.M., et al. 2003. Nature,425, 846.
Thayer, S.P., et al. 2003. Nature,425, 851.
Watkins, D.N., et al. 2003. Nature422, 313.
Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA99, 14071.
Berman, D.M., et al. 2002. Science297, 1559.
Taipale, J., et al. 2000. Nature406, 1005.
Kim, S.K., and Melton, D.A. 1998. Proc. Natl. Acad. Sci. USA95, 13036.
Cooper, M.K., et al. 1998. Science280, 1603.
Incardona, J.P., et al. 1998. Development125, 3553.

Legal Information

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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ピクトグラム

Skull and crossbonesHealth hazard
GHS06,GHS08

注意喚起語

Danger

ハザードコード

H301,H360D

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1B

保管分類

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

WGK

WGK 3

引火点 (F)

Not applicable

引火点（°C）

Not applicable

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