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DPN

CAT: 0804-HY-12452-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-12452-02Size:10 mg
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Description
DPN (Diarylpropionitrile) is a non-steroidal estrogen receptor β (ERβ) selective ligand, with an EC50 of 0.85 nM. DPN has neuroprotective effects in a number of neurological diseases[1][2].
CAS Number
1428-67-7
Product Name Alternative
Diarylpropionitrile
UNSPSC
12352005
Hazard Statement
H319, H400
Target
Apoptosis; Autophagy; Estrogen Receptor/ERR
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; Vitamin D Related/Nuclear Receptor
Applications
Neuroscience-Neurodegeneration
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/DPN.html
Purity
99.66
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
OC1=CC=C(CC(C#N)C2=CC=C(O)C=C2)C=C1
Molecular Formula
C15H13NO2
Molecular Weight
239.27
Precautions
H319, H400
References & Citations
[1]Suwanna N, et al. Neuroprotective effects of diarylpropionitrile against β-amyloid peptide-induced neurotoxicity in rat cultured cortical neurons. Neurosci Lett. 2014 Aug 22;578:44-9.|[2]Meyers, M. J., et al. Estrogen Receptor-β Potency-Selective Ligands: Structure−Activity Relationship Studies of Diarylpropionitriles and Their Acetylene and Polar Analogues. Journal of Medicinal Chemistry, 2001. 44 (24), 4230–4251.|[3]Fuzhong Yang, et al. Physiological dosages of estradiol and diarylpropionitrile decrease depressive behavior and increase tryptophan hydroxylase expression in the dorsal raphe nucleus of rats subjected to the forced swim test. Neuroreport. 2019 Jan 16;30 (2) :66-70.|[4]Sherry A. Said, et al. Effects of long-term dietary administration of estrogen receptor-beta agonist diarylpropionitrile on ovariectomized female ICR (CD-1) mice. GeroScience. 2018 Aug; 40 (4) : 393–403.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
ERβ

Chemical Information

2,3-bis(4-Hydroxyphenyl)propionitrile

2,3-bis(4-hydroxyphenyl)propionitrile is a nitrile that is acetonitrile in which one of the hydrogens is replaced by a 4-hydroxyphenyl group while a second hydrogen is replaced by a 4-hydroxybenzyl group. It is a specific agonist for estrogen receptor beta (ERbeta). It has a role as an estrogen receptor agonist. It is a nitrile and a member of phenols.

CAS Number1428-67-7
PubChem CID102614
IUPAC Name2,3-bis(4-hydroxyphenyl)propanenitrile
Molecular FormulaC15H13NO2
Molecular Weight239.27
XLogP2.9
Topological Polar Surface Area64.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count18
Formal Charge0
Complexity293
SMILES
C1=CC(=CC=C1CC(C#N)C2=CC=C(C=C2)O)O
InChI
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
InChIKey
GHZHWDWADLAOIQ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2,3-bis(4-Hydroxyphenyl)propionitrile
CAS: 1428-67-7
CID: 102614
Formula: C15H13NO2
MW: 239.27
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight239.27
XLogP32.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass239.094628657
Monoisotopic Mass239.094628657
Topological Polar Surface Area64.3 Ų
Heavy Atom Count18
Formal Charge0
Complexity293
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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