(±) -8-Prenylnaringenin

(±) -8-Prenylnaringenin, a natural prenylated flavonoid, is a potent phytoestrogen. (±) -8-Prenylnaringenin is an orally active selective estrogen receptor modulator (SERM) (Estrogen Receptor/ERR) that inhibits ERα and ERβ with IC50s of 57 nM and 68 nM, respectively. (±) -8-Prenylnaringenin has anticancer effects, and can be used for osteoporosis research[1][2].

Product Specifications

CAS Number

[68682-02-0]

UNSPSC

12352005

Hazard Statement

H302+H312+H332

Target

Apoptosis; Estrogen Receptor/ERR

Type

Natural Products

Related Pathways

Apoptosis; Vitamin D Related/Nuclear Receptor

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Cancer; Endocrinology; Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/racemic-8-prenylnaringenin.html

Purity

99.97

Solubility

10 mM in DMSO

Smiles

O=C1CC(OC2=C(C(O)=CC(O)=C21)C/C=C(C)\C)C3=CC=C(C=C3)O

Molecular Formula

C20H20O5

Molecular Weight

340.37

Precautions

H302+H312+H332

References & Citations

[1]Kateřina Štulíková, et al. Therapeutic Perspectives of 8-Prenylnaringenin, a Potent Phytoestrogen from Hops. Molecules. 2018 Mar 15;23 (3) :660. |[2]Frederik Roelens, et al. Subtle side-chain modifications of the hop phytoestrogen 8-prenylnaringenin result in distinct agonist/antagonist activity profiles for estrogen receptors alpha and beta. J Med Chem. 2006 Dec 14;49 (25) :7357-65. |[3]Song Park, et al. Naringenin and Phytoestrogen 8-Prenylnaringenin Protect against Islet Dysfunction and Inhibit Apoptotic Signaling in Insulin-Deficient Diabetic Mice. Molecules. 2022 Jun 30;27 (13) :4227.