Procyanidin B3
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Procyanidin B3
structure -
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CAS No:
23567-23-9
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Formula:
C30H26O12
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Chemical Name:
Procyanidin B3
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Synonyms:
[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,3S,3′S,4S)-;[4,8′′-Biflavan]-3,3′,3′′,3′′′,4′,4′′′,5,5′′,7,7′′-decol,stereoisomer;[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-[2α,3β,4α(2′R*,3′S*)]]-;(2R,2′R,3S,3′S,4S)-2,2′-Bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro[4,8′-bi-2H-1-benzopyran]-3,3′,5,5′,7,7′-hexol;Procyanidin B3;Procyanidol B3;Proanthocyanidin B3;(+)-Catechin-(4α→8)-(+)-catechin;Catechin-(4α→8)-catechin;(-)-Procyanidin B3;56748-96-0;93051-31-1;93778-90-6
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CAS No:
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].
Procyanidin B3 is a proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8' in alpha-configuration. It can be found in red wine, in barley, in beer, in peach or in Jatropha macrantha, the Huanarpo Macho. It has a role as a metabolite, an antioxidant, an anti-inflammatory agent and an EC 2.3.1.48 (histone acetyltransferase) inhibitor. It is a hydroxyflavan, a proanthocyanidin, a biflavonoid and a polyphenol. It derives from a (+)-catechin.
Characteristics
220.76000
0.30
1.7±0.1 g/cm3
218-220 °C (decomp)
955.3±65.0 °C at 760 mmHg
531.6±34.3 °C
1.803
-20°C
Safety Information
36/37/38
26-36
Xi
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Procyanidin B3 Use and Manufacturing
Polyketides [PK] -> Flavonoids [PK12] -> Proanthocyanidins [PK1203]
Computed Properties
Molecular Weight:578.5
XLogP3:2.4
Hydrogen Bond Donor Count:10
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:3
Exact Mass:578.14242626
Monoisotopic Mass:578.14242626
Topological Polar Surface Area:221
Heavy Atom Count:42
Complexity:925
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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