Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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C125994-5mg | 5mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $58.90 | |
C125994-10mg | 10mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $88.90 | |
C125994-50mg | 50mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $266.90 |
Hh signaling inhibitor
Synonyms | CYCLOPAMINE | 11-Deoxojervine | 4449-51-8 | 11-Deoxyjervine | Jervine, 11-deoxo- | CHEBI:4021 | CHEMBL254129 | DTXSID6043709 | ZH658AJ192 | NSC-734950 | Cyclopamine Tartrate | (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-Octad |
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Specifications & Purity | Moligand™, ≥99% |
Biochemical and Physiological Mechanisms | Cyclopamine is a teratogenic Smo inhibitor famous for inducing cyclopia in developing mammalian fetuses. Cyclopia arises from improper differentiation in the fetus, a process heavily regulated by the Hedgehog (Hh) signaling pathway. The proteins Smo and p |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | Moligand™ |
Action Type | ANTAGONIST |
Mechanism of action | Antagonist of SMO |
Note | This product is supplied in one (or more) pack size which is freeze dried. Therefore the contents may not be readily visible, as they can coat the bottom or walls of the vial. Please see our FAQs and information page for more details on handling. Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Cyclopamine is a specific Hedgehog (Hh) signaling pathway antagonist of Smoothened (Smo) with IC50 of 46 nM. |
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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 |
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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 |
InChi Key | QASFUMOKHFSJGL-LAFRSMQTSA-N |
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 |
Alternate CAS | 4449-51-8 |
PubChem CID | 442972 |
NSC Number | 734950 |
MeSH Entry Terms | cyclopamine |
Molecular Weight | 411.62 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
E1803071 | Certificate of Analysis | Oct 16, 2023 | C125994 |
E1528101 | Certificate of Analysis | Dec 08, 2022 | C125994 |
E1803072 | Certificate of Analysis | Jan 21, 2022 | C125994 |
Solubility | Soluble in ethanol (5 mg/ml warm), DMSO (4 mg/ml), DMF (10 mg/ml), methylene chloride, chloroform, methanol (7 mg/ml), and benzene |
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Pictogram(s) | GHS08 |
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Signal | Warning |
Hazard Statements | H341:Suspected of causing genetic defects H361:Suspected of damaging fertility or the unborn child |
Precautionary Statements | P280:Wear protective gloves/protective clothing/eye protection/face protection. P405:Store locked up. P501:Dispose of contents/container to ... P281:Use personal protective equipment as required. P203:Obtain, read and follow all safety instructions before use. P318:if exposed or concerned, get medical advice. |
1. Ju Li, Jinmei Zuo, Xiaoyan Lv, Jiahe Ma, Xiaohong Li, Simiao Fu, Jinsheng Sun. (2023) Hedgehog signaling is essential in the regulation of limb regeneration in the Chinese mitten crab, Eriocheir sinensis. FISH & SHELLFISH IMMUNOLOGY, 140 (108981). [PMID:37543149] |
2. Zhao Ye, Wang Huiling, He Tianhua, Ma Bo, Chen Guoguang, Tzeng Chimeng. (2023) Knockdown of Yap attenuates TAA-induced hepatic fibrosis by interaction with hedgehog signals. Journal of Cell Communication and Signaling, (1-20). [PMID:37338798] |
1. Turner MW, Cruz R, Mattos J, Baughman N, Elwell J, Fothergill J, Nielsen A, Brookhouse J, Bartlett A, Malek P et al.. (2016) Cyclopamine bioactivity by extraction method from Veratrum californicum.. Bioorg Med Chem, 24 (16): (3752-7). [PMID:27338657] |
2. Ding S et al.. (2017) Dopamine Burden Induced the Inactivation of Sonic Hedgehog Signaling to Cognitive Decline in Minimal Hepatic Encephalopathy.. Aging Dis, 8 (4): (442-457). [PMID:28840059] |
3. Dong H et al.. (2019) GLI1 activation by non-classical pathway integrin avß3/ERK1/2 maintains stem cell-like phenotype of multicellular aggregates in gastric cancer peritoneal metastasis.. Cell Death Dis, 10 (8): (574). [PMID:31366904] |
4. Qi H et al.. (2019) Inactivation of Nell-1 in Chondrocytes Significantly Impedes Appendicular Skeletogenesis.. J Bone Miner Res, 34 (3): (533-546). [PMID:30352124] |
5. Ju Li, Jinmei Zuo, Xiaoyan Lv, Jiahe Ma, Xiaohong Li, Simiao Fu, Jinsheng Sun. (2023) Hedgehog signaling is essential in the regulation of limb regeneration in the Chinese mitten crab, Eriocheir sinensis. FISH & SHELLFISH IMMUNOLOGY, 140 (108981). [PMID:37543149] |
6. Zhao Ye, Wang Huiling, He Tianhua, Ma Bo, Chen Guoguang, Tzeng Chimeng. (2023) Knockdown of Yap attenuates TAA-induced hepatic fibrosis by interaction with hedgehog signals. Journal of Cell Communication and Signaling, (1-20). [PMID:37338798] |