3-Keto-N-aminoethyl-N’-aminocaproyldihydrocinnamoyl Cyclopamine
Product Code
TRC-K171000
CAS Number
Product Format
Neat
Molecular Formula
C44 H63 N3 O4
Molecular Weight
697.99
Product Categories
Enzyme inhibitors, TRC, Pharmaceutical Reference Standards, Hormones, Steroids and derivatives, Bioactive small molecules, Hormones, Hormones, Steroids and derivatives, Cancer Research Chemicals and Analytical Standards
Drug Type
Steroids / Hormones
Documentation
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Product Information
Chemical Data
Analyte Name
3-Keto-N-aminoethyl-N'-aminocaproyldihydrocinnamoyl Cyclopamine
CAS Number
306387-90-6
Molecular Formula
C44 H63 N3 O4
Molecular Weight
697.99
Accurate Mass
697.4819
Flash Point
0
SMILES
C[C@H]1CC2O[C@]3(CC[C@H]4[C@@H]5CC=C6CC(=O)CC[C@]6(C)[C@H]5CC4=C3C)[C@H](C)[C@@H]2N(C1)C(=O)CCc7ccc(cc7)C(=O)CCCCCNCCN
InChI
InChI=1S/C44H63N3O4/c1-28-24-40-42(47(27-28)41(50)16-11-31-9-12-32(13-10-31)39(49)8-6-5-7-22-46-23-21-45)30(3)44(51-40)20-18-35-36-15-14-33-25-34(48)17-19-43(33,4)38(36)26-37(35)29(44)2/h9-10,12-14,28,30,35-36,38,40,42,46H,5-8,11,15-27,45H2,1-4H3/t28-,30+,35-,36-,38-,40?,42-,43-,44-/m0/s1
IUPAC
(3'R,3'aS,6'S,6aS,6bS,9R,11aS,11bR)-4'-[3-[4-[6-(2-aminoethylamino)hexanoyl]phenyl]propanoyl]-3',6',10,11b-tetramethylspiro[1,2,4,6,6a,6b,7,8,11,11a-decahydrobenzo[a]fluorene-9,2'-3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-3-one
Product Data
Storage Temperature
-20°C
Shipping Temperature
Room Temperature
Country of Origin
CANADA
Product Format
Neat
Product Description
Cyclopamine demonstrates teratogenic properties and has been shown to reverse effects of oncogenic mutations in Smoothened and Patched.1 The KAAD-Cyclopamine has shown 10-20 fold higher potency than cyclopamine in inhibition of +?-Galactosidase expression in p2Ptch-1- cells, with similar or lower toxicity.KAAD-Cyclopamine compound is unstable in solution.
References: Taipale, J., et al.: Nature, 406, 1005 (2000); Perron, M., et al.: Development, 130, 1565 (2003);
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