(-)-Cryptopleurine

(-)-Cryptopleurine is an alkaloid that has been found in Lauraceae and has diverse biological activities. It inhibits the growth of human A375 melanoma, A431 epidermoid carcinoma, A549 lung, MES-SA uterine sarcoma, and MCF-7 breast cancer cells (IC50 = 3 nM for all). (-)-Cryptopleurine inhibits hypoxia-induced gene expression in a hypoxia response element (HRE) reporter assay (IC50 = 8.7 nM). (-)-Cryptopleurine (500 µg/ml) prevents lesion formation in tobacco (N. tabacum) plants infected with tobacco mosaic virus (TMV). It also inhibits protein synthesis by yeast and mammalian ribosomes.Formal Name: 11,12,13,14,14aR,15-hexahydro-2,3,6-trimethoxy-9H-phenanthro[9,10-b]quinolizine. CAS Number: 482-22-4. Synonyms: (R)-Cryptopleurine, NSC 19912. Molecular Formula: C24H27NO3. Formula Weight: 377.5. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMSO: soluble, Methanol: soluble. lambdamax: 260, 287 nm. SMILES: COC1=CC2=C3C(CN4[C@@](CCCC4)([H])C3)=C5C(C=C(C=C5)OC)=C2C=C1OC. InChi Code: InChI=1S/C24H27NO3/c1-26-16-7-8-17-19(11-16)21-13-24(28-3)23(27-2)12-20(21)18-10-15-6-4-5-9-25(15)14-22(17)18/h7-8,11-13,15H,4-6,9-10,14H2,1-3H3/t15-/m1/s1. InChi Key: RSHYSOGXGSUUIJ-OAHLLOKOSA-N. Origin: Plant/Cryptocarya pleurosperma.