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=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:InChIKey=QASFUMOKHFSJGL-LAFRSMQTSA-N
SMILES:OC1CC2=CCC3C4C(=C(C)C5(OC6CC(C)CNC6C5C)CC4)CC3C2(C)CC1
- 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)
- See more synonyms
- 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
- 17,23-epoxy-,(3-beta,23-beta)-veratraman-3-o
