Cyclopamine

CAS No. 4449-51-8

Cyclopamine( 11-Deoxojervine )

Catalog No. M14525 CAS No. 4449-51-8

A natural steroidal alkaloid that inhibits hedgehog (Hh) signaling with IC50 of 46 nM.

Purity : >98% (HPLC)

COA Datasheet HNMR HPLC MSDS Handing Instructions
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Biological Information

  • Product Name
    Cyclopamine
  • Note
    Research use only, not for human use.
  • Brief Description
    A natural steroidal alkaloid that inhibits hedgehog (Hh) signaling with IC50 of 46 nM.
  • Description
    A natural steroidal alkaloid that inhibits hedgehog (Hh) signaling with IC50 of 46 nM; inhibits hedgehog-dependent expression of Pax7 with IC50 of 24 nM, blocks the response of neural plate explants to recombinant Shh-N; A useful tool in studying the role of Hh in normal development, and as a potential treatment for certain cancers in which Hh is overexpressed.(In Vitro):Treatment with small molecule Hh inhibitors such as HhAntag and the natural product Cyclopamine, both binding to Smo, induces tumor remission in a genetic mouse model of medulloblastoma. Cyclopamine is a Hedgehog (Hh) pathway antagonist. Cyclopamine suppresses cell growth. Cyclopamine (3 μM) suppression of Hh pathway activity and growth in digestive tract tumour cell lines correlates with expression of PTCHmRNA. Cyclopamine is a steroidal alkaloid that inhibits Hh signalling through direct interaction with Smo.(In Vivo):Cyclopamine causes durable regression of xenograft tumors. Tumors in Cyclopamine-treated animals, regress completely by 12 days. Cyclopamine (1.2 mg) treatment blocks tumour formation of human pancreatic adenocarcinoma cells after transplantation into nude mice.
  • In Vitro
    Treatment with small molecule Hh inhibitors such as HhAntag and the natural product Cyclopamine, both binding to Smo, induces tumor remission in a genetic mouse model of medulloblastoma. Cyclopamine is a Hedgehog (Hh) pathway antagonist. Cyclopamine suppresses cell growth. Cyclopamine (3 μM) suppression of Hh pathway activity and growth in digestive tract tumour cell lines correlates with expression of PTCHmRNA. Cyclopamine is a steroidal alkaloid that inhibits Hh signalling through direct interaction with Smo.
  • In Vivo
    Cyclopamine causes durable regression of xenograft tumors. Tumors in Cyclopamine-treated animals, regress completely by 12 days. Cyclopamine (1.2 mg) treatment blocks tumour formation of human pancreatic adenocarcinoma cells after transplantation into nude mice.
  • Synonyms
    11-Deoxojervine
  • Pathway
    GPCR/G Protein
  • Target
    Hedgehog (Hh)
  • Recptor
    Smoothened
  • Research Area
    Cancer
  • Indication
    ——

Chemical Information

  • CAS Number
    4449-51-8
  • Formula Weight
    411.6199
  • Molecular Formula
    C27H41NO2
  • Purity
    >98% (HPLC)
  • Solubility
    DMSO: 0.32 mg/mL (Need ultrasonic)
  • SMILES
    O[C@@H]1CC2=CC[C@]3([H])[C@]([C@@]2(C)CC1)([H])CC4=C(C)[C@@]5(O[C@@]6([H])[C@@]([C@H]5C)([H])NC[C@@H](C)C6)CC[C@@]34[H]
  • Chemical Name
    Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol, 1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3',6',10,11b-tetramethyl-, (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-

Shipping & Storage Information

  • Storage
    (-20℃)
  • Shipping
    With Ice Pack
  • Stability
    ≥ 2 years

Reference

1. Peukert S, et al. Bioorg Med Chem Lett. 2009 Jan 15;19(2):328-31. 2. Cooper MK, et al. Science. 1998 Jun 5;280(5369):1603-7. 3. Incardona JP, et al. Development. 1998 Sep;125(18):3553-62.
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