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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)- (4449-51-8)

Identification
Name: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)-
Synonyms:Veratraman-3-ol, 17,23-epoxy-, (3b,23b)-;(-)-Cyclopamine;11-Deoxojervine;11-Deoxyjervine;Cyclopamine(8CI);Jervine, 11-deoxo- (7CI);
CAS:4449-51-8
Molecular Formula: C27H41NO2
Molecular Weight: 411.69
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
Molecular Structure: (C27H41NO2) Veratraman-3-ol, 17,23-epoxy-, (3b,23b)-;(-)-Cyclopamine;11-Deoxojervine;11-Deoxyjervine;Cyclopamine...
Properties
Flash Point: 286.9°C
Boiling Point: 550.8°Cat760mmHg
Density:1.14g/cm3
Refractive index:1.583
Solubility:DMSO: soluble
Appearance:White crystalline solid
Specification:

 Cyclopamine ,its CAS NO. is 4449-51-8,the synonyms is 11-Deoxyjervine ; HSDB 3505 ; Veratraman-3-ol, 17,23-epoxy-, (3beta,23beta)- ; 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)- ; Veratraman-3-ol, 17,23-epoxy-, (3-beta,23-beta)- (9CI) .

Biological Activity: Inhibitor of hedgehog (Hh) signaling, likely via direct inhibition of Smoothened, the accessory protein to the putative Hh receptor Patched. Anti-cancer and teratogenic in vivo . Depletes stem-like cancer cells in glioblastoma and blocks tumor engraftment.
Flash Point: 286.9°C
Storage Temperature: 2-8°C
Usage:

 Cyclopamine (CAS NO.4449-51-8) is currently being investigated as a treatment agent in basal cell carcinoma, medulloblastoma, and rhabdomyosarcoma, tumors that result from excessive Hh activity, glioblastoma, and as a treatment agent for multiple myeloma.
Studies suggest that cyclopamine acts as a primary inhibitor of the so-called "hedgehog" signal-transduction pathway in cells. This pathway named for the ligand for the signal protein, is used by cells to help them react to external chemical signals. The pathway carries out important functions in embryonic development and when it goes awry, deformities can occur. However, errant activation of the pathway can also trigger cancer in adult humans, leading to basal cell carcinoma, medulloblastoma, rhabdomyosarcoma, and prostate, pancreatic and breast cancers. A way of controlling the pathway using cyclopamine could turn this problem on its head and provide a way to treat cancer. Many anticancer drugs are paradoxically carcinogenic in healthy individuals.

Safety Data
Hazard Symbols Xi: Irritant
 

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