H5915

2,3-Bis(4-hydroxyphenyl)propionitrile

≥98% (HPLC)

• Synonym(s): DPN, Diarylpropionitrile, SC-4473
• Empirical Formula (Hill Notation): C₁₅H₁₃NO₂
• CAS Number: 1428-67-7
• Molecular Weight: 239.27
• MDL number: MFCD01695412
• UNSPSC Code: 51111800
• PubChem Substance ID: 329815224
• NACRES: NA.77

Properties

• sterility: non-sterile
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: Oc1ccc(CC(C#N)c2ccc(O)cc2)cc1
• InChI: 1S/C15H13NO2/c16-10-13(12-3-7-15(18)8-4-12)9-11-1-5-14(17)6-2-11/h1-8,13,17-18H,9H2
• InChI key: GHZHWDWADLAOIQ-UHFFFAOYSA-N

Description

Biochem/physiol Actions

2,3-Bis(4-hydroxyphenyl)-propionitrile (Diarylprepionitrile, DPN) is an ERβ-selective agonist; IC₅₀ = 15nM. DPN protects WT and ARKO mice and significantly decreases IL-1β following LPS treatment in young adult-derived microglia. PPT (Cat. No.H6036, ERa agonist) enhances cell proliferation, while DPN inhibits it. PPT increases Bcl-2 expression, while DPN decreases it. DPN also elevates Bax expression. DPN induces a dose-dependent increase on vitellogenin synthesis. PPT and DPN are effective in dynamically, but differentially regulating intracellular calcium signaling in hippocampal neurons. DPN is more efficacious than PPT in potentiating a physiological concentration of glutamate-induced intracellular Ca²⁺ rise in these neurons. DPN prevents the development of prostatic hyperplasia and inflammation in testosterone-treated LuRKO mice.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H319,H400
• Precautionary Statements: P273 - P305 + P351 + P338
• Hazard Classifications: Aquatic Acute 1 - Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves