S14-95, JAK/STAT pathway inhibitor

Key facts

CAS number

419532-92-6

Purity

>95%

Form

Lyophilized

form

Source

Isolated from Penicillium sp.

Molecular weight

450.6 Da

Molecular formula

C₂₈H₃₄O₅

PubChem

10983241

Nature

Native

Solubility

Soluble in Methanol.

Biochemical name

Phenylpyropene C

Biological description

JAK/STAT pathway inhibitor. Inhibits IFN-γ mediated expression of the reporter gene (IC₅₀ values are 5.4 - 10.8 μM). Inhibits COX-2 and NOS II expression (IC₅₀ = 10.8 μM). Inhibits iNOS-dependent NO production.

Canonical smiles

CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC4=C(O3)C=C(OC4=O)C5=CC=CC=C5)C)C

Isomeric smiles

CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC4=C(O3)C=C(OC4=O)C5=CC=CC=C5)C)C

InChi

InChI=1S/C28H34O5/c1-17(29)31-24-12-13-27(4)22(26(24,2)3)11-14-28(5)23(27)15-19-21(33-28)16-20(32-25(19)30)18-9-7-6-8-10-18/h6-10,16,22-24H,11-15H2,1-5H3/t22-,23+,24-,27-,28+/m0/s1

InChiKey

MIBRSIZECYPMLX-KZEXJIRGSA-N

IUPAC Name

[(1R,2S,5S,7R,10R)-2,6,6,10-tetramethyl-16-oxo-14-phenyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-5-yl] acetate