MW 411.6 Da, Purity >98%. Cell-permeable inhibitor of hedgehog (Hh) signaling, via direct inhibition of Smo (Smoothened), the accessory protein to the putative Hh receptor. Anticancer and teratogenic activity in vivo.
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- Nature communications 11:4142020Structural insight into small molecule action on Frizzleds.Applications:Unspecified applicationReactive species:Unspecified reactive speciesPaweł Kozielewicz et. al.PubMed 31964872
- Cell death & disease 10:5742019GLI1 activation by non-classical pathway integrin αβ/ERK1/2 maintains stem cell-like phenotype of multicellular aggregates in gastric cancer peritoneal metastasis.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHui Dong et. al.PubMed 31366904
- Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 34:533-5462018Inactivation of Nell-1 in Chondrocytes Significantly Impedes Appendicular Skeletogenesis.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHuichuan Qi,Jong Kil Kim,Pin Ha,Xiaoyan Chen,Eric Chen,Yao Chen,Jiayi Li,Hsin Chuan Pan,Mengliu Yu,Yasamin Mohazeb,Sophia Azer,Lloyd Baik,Jin Hee Kwak,Kang Ting,Xinli Zhang,Min Hu,Chia SooPubMed 30352124
- Aging and disease 8:442-4572017Dopamine Burden Induced the Inactivation of Sonic Hedgehog Signaling to Cognitive Decline in Minimal Hepatic Encephalopathy.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSaidan Ding et. al.PubMed 28840059
Key facts
- CAS number
- 4449-51-8
- Purity
- > 98%
- Form
- Solid
- Source
- Veratrum californicum
- Molecular weight
- 411.6 Da
- Molecular formula
- C27H41NO2
- PubChem identifier
- 442972
- Nature
- Native
Target data
Alternative names
FZD11, Frizzled family member 11, GX, Gx protein, HHG-1, HLP 3, HPE 3, Holoprosencephaly 3, MCOPCB5, Protein Gx, SHH_HUMAN, SMMC I, SMOH, SMO_HUMAN, Smoothened frizzled family receptor, Smoothened homolog, Smoothened homolog (Drosophila), Smoothened homolog precursor (SMO) (Gx protein), Smoothened seven transmembrane spanning receptor, Sonic Hedgehog (Drosophila) homolog, Sonic hedgehog homolog, Sonic hedgehog protein, Sonic hedgehog protein C-product, TPT, TPTPS, sonic hedgehog homolog (Drosophila)
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MW 411.6 Da, Purity >98%. Cell-permeable inhibitor of hedgehog (Hh) signaling, via direct inhibition of Smo (Smoothened), the accessory protein to the putative Hh receptor. Anticancer and teratogenic activity in vivo.
Key facts
- CAS number
- 4449-51-8
- Purity
- > 98%
- Form
- Solid
- Source
- Veratrum californicum
- Molecular weight
- 411.6 Da
- Molecular formula
- C27H41NO2
- PubChem identifier
- 442972
- Nature
- Native
- Solubility
Soluble in ethanol to 5 mM.
- Biochemical name
- Cyclopamine
- Biological description
Cell-permeable inhibitor of hedgehog (Hh) signaling, via direct inhibition of Smo (Smoothened), the accessory protein to the putative Hh receptor. Anticancer and teratogenic activity in vivo.
- Canonical SMILES
- CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5CC4=C3C)C)O)C)NC1
- Isomeric SMILES
- C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC=C6C[C@H](CC[C@@]6([C@H]5CC4=C3C)C)O)C)NC1
- InChI
- 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
- InChIKey
- QASFUMOKHFSJGL-LAFRSMQTSA-N
- IUPAC name
- (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3',6',10,11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11,11a-decahydro-1H-benzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3-ol
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
Sonic Hedgehog also known as SHH is a protein that plays an important role in cell signaling during embryonic development. It has alternative names like 'HHG-1' and '5h4'. The Sonic Hedgehog protein is about 45 kDa in mass. Scientists find SHH expression in various tissues including the brain lungs and limb buds. Its activity plays a role in the organization of several tissue structures during development helping to regulate cellular growth and differentiation processes.
- Biological function summary
Sonic Hedgehog is critical for the vertebrate embryonic patterning and organogenesis. It functions as a signaling molecule and is part of the Hedgehog signaling complex. The protein acts by binding to the Patched receptor further influencing the Smoothened transducer in cellular signaling cascades. This signaling contributes to the proper formation of limbs central nervous system structures and other vital organs in early development stages.
- Pathways
Sonic Hedgehog participates in essential signaling pathways such as the Hedgehog pathway and the Wnt signaling pathway. It interacts with proteins including the Patched and Smoothened to facilitate downstream genetic transcription regulation. Through these pathways Sonic Hedgehog influences the transcription of specific genes that control cell growth. These interactions contribute to the regulation of different cell types and the organization of distinct tissue areas.
- Associated diseases and disorders
Sonic Hedgehog connects to issues like cancer and congenital malformations. Aberrations in its signaling can lead to conditions such as basal cell carcinoma and holoprosencephaly. Sonic Hedgehog through its influence on the Hedgehog signaling pathway implicates interactions with other proteins like GLI transcription factors and Patched. These interactions can dysregulate cellular processes and result in disease states when not functioning correctly.
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Chemical Structure - Cyclopamine, Hh signaling inhibitor (ab120392)
2D chemical structure image of ab120392, Cyclopamine, Hh signaling inhibitor
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