Ferutinin, ERalpha agonist

Key facts

CAS number

41743-44-6

Purity

>98%

Molecular weight

358.5 Da

Molecular formula

C₂₂H₃₀O₄

PubChem

354654

Nature

Synthetic

Solubility

Soluble in DMSO

Biochemical name

Ferutinine

Biological description

Potent ERα agonist and ERβ agonist / antagonist (IC₅₀ values are 33 and 181 nM for ERα and ERβ respectively). Increases calcium permeability in the lipid bilayer. Induces apoptosis. Shows selective cytotoxic effects to tumor cells. Shows chemopreventive and anticancer effects in vivo.

Canonical smiles

CC1=CCC2(CCC(C2C(C1)OC(=O)C3=CC=C(C=C3)O)(C(C)C)O)C

Isomeric smiles

CC1=CC[C@]2(CC[C@]([C@@H]2[C@H](C1)OC(=O)C3=CC=C(C=C3)O)(C(C)C)O)C

InChi

InChI=1S/C22H30O4/c1-14(2)22(25)12-11-21(4)10-9-15(3)13-18(19(21)22)26-20(24)16-5-7-17(23)8-6-16/h5-9,14,18-19,23,25H,10-13H2,1-4H3/t18-,19+,21-,22+/m0/s1

InChiKey

CYSHNJQMYORNJI-YUVXSKOASA-N

IUPAC Name

[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate