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H5915

2,3-Bis(4-hydroxyphenyl)propionitrile

≥98% (HPLC), estrogen receptor β agonist, powder

Synonym(s):

DPN, Diarylpropionitrile, SC-4473

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H5915-5MG

$94.80

H5915-25MG

$325.55

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About This Item

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

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Product Name

2,3-Bis(4-hydroxyphenyl)propionitrile, ≥98% (HPLC)

sterility

non-sterile

Quality Level

100

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

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1 of 4

This Item
PZ0176SML0444SML1569
2,3-Bis(4-hydroxyphenyl)propionitrile ≥98% (HPLC)

Sigma-Aldrich

H5915

2,3-Bis(4-hydroxyphenyl)propionitrile

SC-26196 ≥98% (HPLC)

Sigma-Aldrich

PZ0176

SC-26196

Pluripotin ≥98% (HPLC)

Sigma-Aldrich

SML0444

Pluripotin

Acotiamide dihydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML1569

Acotiamide dihydrochloride

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: ≥10 mg/mL

solubility

DMSO: 10 mg/mL (clear solution)

solubility

H2O: 20 mg/mL, clear

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

desiccated

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

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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H319,H400

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000403289
0000400303
0000271728
0000271728
0000400303

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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
Samira Benhadjeba et al.
Molecular oncology, 12(10), 1689-1705 (2018-07-28)
Ovarian cancer (OC) is one of the most intractable diseases, exhibiting tremendous molecular heterogeneity and lacking reliable methods for screening, resulting in late diagnosis and widespread peritoneal dissemination. Menopausal estrogen replacement therapy is a well-recognized risk factor for OC, but
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