Ponasterone A, Ecdysone analog

Key facts

CAS number

13408-56-5

Purity

>95%

Molecular weight

464.6 Da

Molecular formula

C₂₇H₄₄O₆

PubChem

115127

Nature

Synthetic

Solubility

Soluble in ethanol

Soluble in DMSO

Biochemical name

Ponasterone A

Biological description

Ecdysone (ab142425) analog. Potent ecdysteroid activity inducer (EC₅₀ = 70 nM). Increases β-galactosidase expression levels similar to Muristerone A (ab144309). Induces ecdysone-inducible mammalian expression system in vivo.

Canonical smiles

CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O

Isomeric smiles

CC(C)CC[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O

InChi

InChI=1S/C27H44O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,1-5H3/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1

InChiKey

PJYYBCXMCWDUAZ-JJJZTNILSA-N

IUPAC Name

(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one