Veratramine

The hedgehog (Hh) signaling pathway, which is blocked by cyclopamine (Cay-11321), plays a key role in morphogenesis and has potential applications in the treatment of cancer. Veratramine, a teratogenic steroidal alkaloid isolated from the corn lily (Veratrum sp.), is an analog of cyclopamine that can inhibit the Hh signaling-dependent proliferation of NIH/3T3 cells at 8 µM. Additionally, veratramine has anti-thrombotic activity as it dose dependently inhibits platelet aggregation in rabbits ex vivo. While it may be most useful as a signal transduction inhibitor for treating tumors, veratramine also induces serotonin release and inhibits its re-uptake in the CNS.Formal Name: 5S-methyl-2S-[1S-[2,3S,4,6,6aR,11,11aS,11bR-octahydro-3R-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-3-piperidinol. CAS Number: 60-70-8. Synonyms: NSC 17821, NSC 23880. Molecular Formula: C27H39NO2. Formula Weight: 409.6. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 0.3 mg/ml, DMSO: 10 mg/ml, DMSO:PBS(pH 7.2) (1:2): 0.3 mg/ml, Ethanol: 5 mg/ml. SMILES: C[C@H]1C[C@@H](O)[C@@]([C@@H](C)C2=C(C)C(C[C@@]3([H])[C@@]4([H])CC=C5[C@]3(C)CC[C@H](O)C5)=C4C=C2)([H])NC1. InChi Code: InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3/t15-,17-,19-,22-,24-,25+,26-,27-/m0/s1. InChi Key: MALFODICFSIXPO-KFKQDBFTSA-N.