CAS 4449-51-8
:Cyclopamine
Description:
Cyclopamine is a naturally occurring alkaloid derived from the plant Veratrum californicum, known for its role as a potent inhibitor of the Hedgehog signaling pathway, which is crucial in embryonic development and cell differentiation. It has a molecular formula of C15H21NO2 and features a complex structure characterized by a cyclopentane ring fused to a steroid-like framework. Cyclopamine is recognized for its teratogenic effects, particularly in disrupting normal limb and organ development when exposure occurs during critical periods of embryogenesis. This compound has garnered interest in medicinal chemistry and developmental biology due to its implications in cancer research, particularly in tumors associated with aberrant Hedgehog signaling. Cyclopamine is typically studied in laboratory settings, where its effects on cellular processes are examined, contributing to a better understanding of developmental disorders and potential therapeutic strategies. However, due to its biological activity, handling cyclopamine requires caution, and its use is regulated in many jurisdictions.
Formula:C27H41NO2
InChI:InChI=1/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:InChIKey=QASFUMOKHFSJGL-LAFRSMQTSA-N
SMILES:CC=1[C@]2([C@H](C)[C@]3([C@](O2)(C[C@H](C)CN3)[H])[H])CC[C@@]4(C1C[C@]5([C@]4(CC=C6[C@]5(C)CC[C@H](O)C6)[H])[H])[H]
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-tetramethylspiro[9H-benzo[a]fluorene-9,2′(3′H)-furo[3,2-b]pyridin]-3-ol
- (3beta,22S,23R)-17,23-epoxyveratraman-3-ol
- 11-Deoxojervine
- 11-Deoxyjervine
- Hsdb 3505
- Jervine, 11-deoxo-
- Jervine, 11-deoxo- (7CI)
- 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)-
- 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)-
- Veratraman-3-ol, 17,23-epoxy-, (3-beta,23-beta)- (9CI)
- Veratraman-3-ol, 17,23-epoxy-, (3beta,23beta)-
- Veratraman-3-ol, 17,23-epoxy-, (3β,23β)-
- Cyclopamine
- (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-
- (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-TETRAMETHYLSPIRO[9H-BENZO[A]FLUORENE-9,2'(3'H)-FURO[3,2-B]PYRIDIN]-3-OL
- (3S,6AS,6bS,8aR,10S,12aS,13S,13aS,15aS,15bR)-10,13,14,15b-tetramethyl-1,2,3,4,6,6a,6b,7,7a,8a
- alkaloidv
- Cyclopamine hydrate,11-deoxojervine hydrate
- Cyclopamine, >=98%
- (3b,23b)-17,23-Epoxy-11-deoxoveratraman-3-ol
- CyclopaMine (11-deoxojervine)
- (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-tetramethylspiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol
- CyclopaMine, froM VeratruM californiciM
- CYCLOPAMINE(RG)
- Cyclopamine 11-Deoxojervine (3b,23b)-17,23-Epoxy-11-deoxoveratraman-3-ol
- 11-deoxo-jervin
- 17β,23β-Epoxyveratraman-3β-ol
- 17,23β-Epoxyveratraman-3β-ol
- See more synonyms
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Cyclopamine, 99%
CAS: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. This Thermo ScientiFormula:C27H41NO2Purity:99%Molecular weight:411.62Cyclopamine
CAS:CyclopamineFormula:C27H41NO2Color and Shape:White Solid-PowderMolecular weight:411.61994Cyclopamine (Standard)
CAS:Cyclopamine (Standard) is a reference standard for research and analysis in studies involving Cyclopamine. Cyclopamine (11-Deoxojervine), a Smoothened (Smo) antagonist (IC50: 46 nM in TM3Hh12 cells), belongs to the group of steroidal jerveratrum alkaloids.Formula:C27H41NO2Molecular weight:411.62(2'R,3S,3'R,3a'S,6aS,6bS,6'S,7a'R,11aS,11bR)-3',6',10,11b-tetramethyl-1,2,3,3a',4,4',5',6,6a,6b,6',7,7',7a',8,11,11a,11b-octadecahydro-3'H-spiro[benzo[a]fluorene-9,2'-furo[3,2-b]pyridin]-3-ol
CAS:(2'R,3S,3'R,3a'S,6aS,6bS,6'S,7a'R,11aS,11bR)-3',6',10,11b-tetramethyl-1,2,3,3a',4,4',5',6,6a,6b,6',7,7',7a',8,11,11a,11b-octadecahydro-3'H-spiro[benzo[a]fluorene-9,2'-furo[3,2-b]pyridin]-3-olFormula:C27H41NO2Purity:98%Molecular weight:411.62Cyclopamine
CAS:Cyclopamine (11-Deoxojervine), a Smoothened (Smo) antagonist (IC50: 46 nM in TM3Hh12 cells), belongs to the group of steroidal jerveratrum alkaloids.Formula:C27H41NO2Purity:98.31% - 99.66%Color and Shape:White SolidMolecular weight:411.62Cyclopamine
CAS:Formula:C27H41NO2Purity:≥ 98.0%Color and Shape:White to off-white solidMolecular weight:411.6Cyclopamine
CAS:Natural alkaloidFormula:C27H41NO2Purity:≥ 95.0 % (HPLC)Color and Shape:PowderMolecular weight:411.63Cyclopamine
CAS:Inhibitor of the Smoothened receptor and Hedgehog signalling pathway. Cyclopamine is a steroidal alkaloid that binds to the heptahelical bundle of Smoothened and negatively regulates transcription of downstream genes. In prostate cancer cells, cyclopamine inhibited cell growth, arrested cell cycle and in glioblastoma, it depleted stem cell-like cancer cells.
Formula:C27H41NO2Purity:Min. 95%Color and Shape:White SolidMolecular weight:411.62 g/molCyclopamine
CAS:M01634 - Cyclopamine
Formula:C27H41NO2Purity:98%Color and Shape:SolidMolecular weight:411.63
