Cyclopamine , ≥99% , 4449-51-8

Synonym(s):
11-Deoxyjervine;Cyclopamine, V. californicum - CAS 4449-51-8 - Calbiochem

CAS NO.：4449-51-8

Empirical Formula: C27H41NO2

Molecular Weight: 411.62

MDL number: MFCD09878269

PRODUCT Properties

• Melting point: 236-238°C
• Boiling point: 531.29°C (rough estimate)
• Density: 1.0274 (rough estimate)
• refractive index: 1.6400 (estimate)
• storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• solubility: DMSO: soluble
• form: solid
• pka: 15.05±0.70(Predicted)
• color: White
• Stability: Store in Freezer at - 20°C
• InChIKey: QASFUMOKHFSJGL-LAFRSMQTSA-N
• SMILES: C1C2[C@@]([H])(CC[C@@]3([C@H](C)[C@]4([H])NC[C@@H](C)C[C@@]4([H])O3)C=2C)[C@@]2([H])[C@@]1([H])[C@@]1(C)CC[C@H](O)CC1=CC2

Description and Uses

Cyclopamine is a natural steroidal alkaloid that inhibits signaling through the hedgehog pathway at the level of the pathway activator Smoothened. By altering gene expression in this signaling sequence, cyclopamine induces defects in morphogenesis, first observed in chicks and sheep as cyclopia. As a readout of action, cyclopamine inhibits hedgehog-dependent expression of Pax7 with an IC₅₀ value of 24 nM. Although teratogenic during development, cyclopamine has potential applications in the treatment of cancer.

Cyclopamine, is used as a hedgehog [Hh] signaling pathway and Smo inhibitor. It depletes stem-like cancer cells in glioblastoma and blocks tumor engraftment. Can also be used to induce differentiation of human embryonic stem cells (hESCs) into hormone-expressing endocrine cells.

Safety

• Symbol(GHS): GHS06,GHS08
• Signal word: Danger
• Hazard statements: H301-H360D
• Precautionary statements: P202-P264-P270-P280-P301+P310-P405
• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: GY0750000
• HS Code: 29349990
• Hazardous Substances Data: 4449-51-8(Hazardous Substances Data)