Neriifolin

Neriifolin, a CNS-penetrating cardiac glycoside, is an inhibitor of the Na+, K+-ATPase. Neriifolin can target beclin 1, inhibits the formation of LC3-associated phagosomes and ameliorates experimental autoimmune encephalomyelitis (EAE) development. Neriifolin induces cell cycle arrest and apoptosis in human hepatocellular carcinoma HepG2 cells.

Product information

CAS Number: 466-07-9

Molecular Weight: 534.68

Formula: C30H46O8

Synonym:

17β-Neriifolin

Chemical Name: 4-[(1R, 3aS, 3bR, 5aR, 7S, 9aS, 9bS, 11aR)-7-{[(2R, 3S, 4R, 5S, 6S)-3, 5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-3a-hydroxy-9a, 11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2, 5-dihydrofuran-2-one

Smiles: C[C@@H]1O[C@@H](O[C@@H]2C[C@H]3CC[C@@H]4[C@H](CC[C@]5(C)[C@H](CC[C@@]54O)C4COC(=O)C=4)[C@@]3(C)CC2)[C@@H](O)[C@H](OC)[C@H]1O

InChiKey: VPUNMTHWNSJUOG-BAOINKAISA-N

InChi: InChI=1S/C30H46O8/c1-16-24(32)26(35-4)25(33)27(37-16)38-19-7-10-28(2)18(14-19)5-6-22-21(28)8-11-29(3)20(9-12-30(22,29)34)17-13-23(31)36-15-17/h13,16,18-22,24-27,32-34H,5-12,14-15H2,1-4H3/t16-,18+,19-,20+,21-,22+,24-,25-,26+,27-,28-,29+,30-/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Neriifolin (0.1μg/mL; 48 hours) induces apoptosis in HepG2 cells. Neriifolin (0-8 μg/mL; 72 hours) reduces viability of HepG2 cells. Neriifolin also induces S and G2/M phase arrests of the cell cycle and stimulates apoptosis of HepG2 cells. Stimulation of HepG2 cells with Neriifolin induced activation of caspase-3, -8, and -9, and up-regulated expression of Fas and FasL proteins.

References:

1. Keller CW, et al. ATG-dependent phagocytosis in dendritic cells drives myelin-specific CD4+ T cell pathogenicity during CNS inflammation. Proc Natl Acad Sci U S A. 2017;114(52):E11228-E11237.
2. Zhao Q, et al. Neriifolin from seeds of Cerbera manghas L. induces cell cycle arrest and apoptosis in human hepatocellular carcinoma HepG2 cells. Fitoterapia. 2011;82(5):735-741.

Products are for research use only. Not for human use.