Cephaeline

Cephaeline is an alkaloid originally isolated from C. ipecacuanha with diverse biological activities. It inhibits the cytochrome P450 (CYP) isoforms CYP2D6 and CYP3A4 in vitro (Kis = 54 and 355 µM, respectively). Cephaeline reduces Zika virus (ZIKV) NS1 protein expression in HEK293 cells (IC50 = 26.4 nM) and reduces viral titer in ZIKV-infected SNB-19 cells (IC50 = 3.11 nM). In vivo, cephaeline (2 mg/kg, i.p.) reduces serum viral load in ZIKV-infected Ifnar1-/- mice. It induces emesis in ferrets when administered at a dose of 0.5 mg/kg, an effect that is prevented by the serotonin (5-HT) receptor subtype 5-HT3 antagonist ondansetron. Cephaeline (1 mg/kg) also increases output of respiratory tract fluid in rabbits.Formal Name: (1R)-1-[[(2S,3R,11bS)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizin-2-yl]methyl]-1,2,3,4-tetrahydro-7-methoxy-6-isoquinolinol. CAS Number: 483-17-0. Synonyms: (-)-Cephaeline. Molecular Formula: C28H38N2O4. Formula Weight: 466.6. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Acetonitrile: slightly soluble, Chloroform: slightly soluble, Ethanol: slightly soluble, Methanol: slightly soluble. lambdamax: 286 nm. SMILES: CC[C@H]1CN2CCC(C=C(C(OC)=C3)OC)=C3[C@]2([H])C[C@@H]1C[C@@]4(C5=CC(OC)=C(C=C5CCN4)O)[H]. InChi Code: InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3/t17-,20-,23+,24-/m0/s1. InChi Key: DTGZHCFJNDAHEN-OZEXIGSWSA-N. Origin: Plant/Ipecacuanha.