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H5915

Sigma-Aldrich

2,3-Bis(4-hydroxyphenyl)propionitrile

≥98% (HPLC)

Sinónimos:

DPN, Diarylpropionitrile, SC-4473

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About This Item

Fórmula empírica (notación de Hill):
C15H13NO2
Número de CAS:
1428-67-7
Peso molecular:
239.27
Número MDL:
MFCD01695412
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
329815224
NACRES:
NA.77

esterilidad

non-sterile

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

condiciones de almacenamiento

desiccated

color

white to beige

solubilidad

DMSO: 10 mg/mL, clear

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

GHZHWDWADLAOIQ-UHFFFAOYSA-N

Acciones bioquímicas o fisiológicas

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.
2,3-Bis(4-hydroxyphenyl)-propionitrile is an ERβ-selective agonist; IC50 = 15nM.

Características y beneficios

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.

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palabra de señalización

Warning

Frases de peligro

H319,H400

Consejos de prudencia

P273 - P305 + P351 + P338

Clasificaciones de peligro

Aquatic Acute 1 - Eye Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000403289
0000400303
0000271728
0000400303
0000403289

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Chew Leng Lim et al.
eLife, 9 (2020-07-25)
There is strong evidence that the pro-inflammatory microenvironment during post-partum mammary involution promotes parity-associated breast cancer. Estrogen exposure during mammary involution drives tumor growth through neutrophils' activity. However, how estrogen and neutrophils influence mammary involution are unknown. Combined analysis of
Konstantin Yakimchuk et al.
Endocrine connections, 7(12), 1472-1479 (2018-11-30)
Well-defined physiological functions of estrogens are mediated via nuclear estrogen receptors α (ESR1) and β (ESR2). With regard to hematological malignancies, expression of ESR2 has been found in both B and T cell lymphomas. In addition to endogenous estrogens or
L Hases et al.
Scientific reports, 10(1), 16160-16160 (2020-10-02)
There is a strong association between obesity and colorectal cancer (CRC), especially in men, whereas estrogen protects against both the metabolic syndrome and CRC. Colon is the first organ to respond to high-fat diet (HFD), and estrogen receptor beta (ERβ)
Thomas J Lechuga et al.
Biology of reproduction, 100(2), 514-522 (2018-10-03)
Endogenous hydrogen sulfide (H2S) is a potent vasodilator and proangiogenic second messenger synthesized from L-cysteine by cystathionine β-synthase (CBS) and cystathionine γ-lyase (CTH). Estrogens are potent vasodilators that stimulate H2S biosynthesis in uterine arteries (UA) in vivo; however, the underlying
Rosalba Satta et al.
The international journal of neuropsychopharmacology, 21(4), 382-392 (2018-01-03)
Females are more vulnerable to developing cocaine addiction compared with males, a phenomenon that may be regulated by the steroid hormone 17β-estradiol. 17β-Estradiol enhances cocaine reward as measured by the conditioned place preference test. It is currently not known which
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