Cyclopamine

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Cyclopamine

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Cat No: 11321

Biochemicals - Natural Products

Cyclopamine is a natural steroidal alkaloid that inhibits signaling through the hedgehog pathway at the level of the pathway activator Smoothened.{20490,20488} By altering gene expression in this signaling sequence, cyclopamine induces defects in morp...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

(2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-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-spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol

Correlated keywords:

11051-96-0 26108-61-2 veratraman 11-deoxyjervine 11 deoxyjervine hedgehogs development teratogen cancers smoothened inhibitors cyclopia genes expressions signal transduction inhibits inhibition signaling steroids alkaloids pathways pax7

Product Overview:
Cyclopamine is a natural steroidal alkaloid that inhibits signaling through the hedgehog pathway at the level of the pathway activator Smoothened.{20490,20488} By altering gene expression in this signaling sequence, cyclopamine induces defects in morphogenesis, first observed in chicks and sheep as cyclopia.{20490} As a readout of action, cyclopamine inhibits hedgehog-dependent expression of Pax7 with an IC50 value of 24 nM.{20490} Although teratogenic during development, cyclopamine has potential applications in the treatment of cancer.{20491,20489,18038}

Size	1 mg
Shipping	dry ice
CAS Number	4449-51-8
Molecular Formula	C₂₇H₄₁NO₂
SMILES	O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC4=C(C)[C@]5([C@H](C)[C@@](NC[C@@H](C)C6)([H])[C@]6([H])O5)CC[C@@]34[H]
Molecular Weight	411,6
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2922.19
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.