Bufalin, Na+/K+-ATPase inhibitor

Key facts

CAS number

465-21-4

Purity

>98%

Form

Solid

form

Molecular weight

386.5 Da

Molecular formula

C₂₄H₃₄O₄

PubChem

9547215

Nature

Synthetic

Solubility

Soluble in ethanol to 50 mM (with warming)

Soluble in DMSO to 50 mM

Biochemical name

Bufalin

Biological description

Na+/K+-ATPase inhibitor. Potent steroid receptor coactivators SRC-3 and SRC-1 inhibitor. Induces cell differentiation and apoptosis. Activates AP-1 via JNK. Shows antitumor effects *in vivo.*

Canonical smiles

CC12CCC(CC1CCC3C2CCC4(C3(CCC4C5=COC(=O)C=C5)O)C)O

Isomeric smiles

C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)O

InChi

InChI=1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1

InChiKey

QEEBRPGZBVVINN-BMPKRDENSA-N

IUPAC Name

5-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one