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Procyanidin B3

Names

[ CAS No. ]:
23567-23-9

[ Name ]:
Procyanidin B3

[Synonym ]:
Proanthocyanidin B3
Procyanidin B2
(2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol
(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
4,8"-Bi-[(+)-epicatechin]
Procyanidin B-3
Proanthocyanidin
UNII-L88HKE854X
2,3-trans-proanthocyanidin
[4,8'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3R,3'R,4R)-

Biological Activity

[Description]:

Procyanidin B3 is a natural product, acts as a specific HAT inhibitor, binds to the other site of p300 instead of the active site, selectively inhibits p300-mediated androgen receptor acetylation. Procyanidin B3 has no effect on HDAC or HMT (histone methyltransferase)[1].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Epigenetics >> Histone Acetyltransferase

[Target]

p300[1]


[References]

[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.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
955.3±65.0 °C at 760 mmHg

[ Melting Point ]:
218-219℃

[ Molecular Formula ]:
C30H26O12

[ Molecular Weight ]:
578.520

[ Flash Point ]:
531.6±34.3 °C

[ Exact Mass ]:
578.142456

[ PSA ]:
220.76000

[ LogP ]:
0.30

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.803

[ Storage condition ]:
?20°C

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds