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Procyanidin B3

CAT: 0804-HY-N2345-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N2345-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Procyanidin B3 is a natural product with antioxidant activity and oral bioavailability, possessing good blood-brain barrier penetration. Procyanidin B3 is a selective inhibitor of histone acetyltransferase (HAT) . By inhibiting p300 HAT-mediated acetylation of the androgen receptor (androgen receptor) . Procyanidin B3 alleviates intervertebral disc degeneration (IVDD) by inhibiting the formation of the TLR4/MD-2 complex. Procyanidin B3 can be used in research on prostate cancer and arthritis[1][2][3][4][5].
CAS Number
23567-23-9
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Androgen Receptor; Histone Acetyltransferase; Toll-like Receptor (TLR)
Type
Natural Products
Related Pathways
Epigenetics; Immunology/Inflammation; Vitamin D Related/Nuclear Receptor
Applications
Cancer-programmed cell death
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/procyanidin-b3.html
Purity
99.92
Solubility
DMSO : 50 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O[C@@H]1[C@@H](C2=CC=C(O)C(O)=C2)OC3=CC(O)=CC(O)=C3[C@H]1C4=C5C(C[C@H](O)[C@@H](C6=CC=C(O)C(O)=C6)O5)=C(O)C=C4O
Molecular Formula
C30H26O12
Molecular Weight
578.52
Precautions
H302, H315, H319, H335
References & Citations
[1]Choi KC, et al. Procyanidin B3, an inhibitor of histone acetyltransferase, enhances the action of antagonist for prostate cancer cells via inhibition of p300-dependent acetylation of androgen receptor. Biochem J. 2011 Jan 1;433 (1) :235-44.|[2]Aini H, et al. Procyanidin B3 prevents articular cartilage degeneration and heterotopic cartilage formation in a mouse surgical osteoarthritis model[J]. PLoS One, 2012, 7 (5) : e37728.|[3]Mizuno M, et al. Synthesis and antioxidant activity of a procyanidin B3 analogue. Bioorg Med Chem Lett. 2017 Feb 15;27 (4) :1041-1044.|[4]Shang P, et al. Procyanidin B3 alleviates intervertebral disc degeneration via interaction with the TLR4/MD-2 complex. J Cell Mol Med. 2020 Mar;24 (6) :3701-3711.|[5]Mizuno M, et al. Inhibition of β-amyloid-induced neurotoxicity by planar analogues of procyanidin B3. Bioorg Med Chem Lett. 2019 Sep 15;29 (18) :2659-2663.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
CBP/p300; TLR4