41743-41-3

Basic information

• Product Name: PROCYANIDIN A2
• Synonyms: PROCYANIDIN A2;PROCAINE HYDROCHLORIDE(RG);Proanthocyanidin A2;Procyanidoepicatechin
• CAS NO: 41743-41-3
• Molecular Formula: C₃₀H₂₄O₁₂
• Molecular Weight: 576.508
• EINECS: 200-258-5
• Product Categories: Catechins & Tannins
• Mol File: 41743-41-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 300℃
• Boiling Point: 946°C at 760 mmHg
• Flash Point: 525.9°C
• Appearance: /
• Density: 1.766±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.829
• Storage Temp.: 2-8°C
• PKA: 8.77±0.70(Predicted)
• CAS DataBase Reference: PROCYANIDIN A2(CAS DataBase Reference)
• NIST Chemistry Reference: PROCYANIDIN A2(41743-41-3)
• EPA Substance Registry System: PROCYANIDIN A2(41743-41-3)

Safety Data

• Hazardous Substances Data: 41743-41-3(Hazardous Substances Data)

Usage

Uses

Procyanidin A2 is a type of procyanidin and is found in avocado, nuts and berries and may provide antioxidant activity as well as antiviral activity.

InChI:InChI=1/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26-,27-,29-,30+/m1/s1

Upstream product

• 50562-99-7 proanthocyanidin A-2 4'-benzylthioether 
• 29106-49-8 procyanidin B₂ 
• 88038-15-7 epicatechin-(4β->6)-epicatechin-(2β->O->7, 4β->8)-epicatechin-(4β->8)-epicatechin 
• 88082-60-4 cinnamtannin B-1 
• 139975-01-2 epicatechin-(4β,8;2β,7)-epicatechin-(4α,8)-ent-epicatechin 
• 139975-02-3 epicatechin-(4β->8,2βO->7)-epicatechin-(4β->8)-epicatechin 
• 114613-62-6 epicatechin-(4β->b6)-epicatechin-(4β->8, 2β->O->7)-epicatechin 
• 100-53-8 phenylmethanethiol 
• 114586-50-4 aesculitannin G 
• 50562-99-7 4-benzylthioproanthocyanidin-A₂ 

Downstream Products

• 55626-24-9 Proanthocyanidin A-2-heptamethylaether 
• 111466-29-6 (-)-epicatechin-(2β→O→7,4β→8)-(-)-catechin 
• 17946-81-5 proanthocyanidin A-2 nona-acetate 

Relevant articles and documents

Syntheses of doubly linked proanthocyanidins using free flavan units as nucleophiles: Insight into the origin of the high regioselectivity of annulation

A synthesis method of doubly linked flavan dimers is reported via the acid-promoted annulation reaction using nascent catechins, (+)-catechin or (-)-epicatechin, as a dianionic partner and an ethylenedioxy-bridged flavan as a dicationic partner. Procyanidins A1 and A2 were synthesized. On the high regioselectivity of the annulation reactions, model experiments and computational studies were carried out.

Total Synthesis of Proanthocyanidin A1, A2, and Their Stereoisomers

The first novel stereoselective synthesis of naturally occurring A1 (1) and A2 proanthocyanidins (2) has been achieved. The key synthetic steps involved (a) the formation of a coupled product (13 or 14) between an open chain C-ring C-4 hydroxyethoxy analo

Polyphenols from peanut skins and their free radical-scavenging effects

Separation of the water-soluble fraction of peanut skins led to the isolation of five proanthocyanidins. Based on the spectroscopic investigation and partial acid catalyzed degradation, their structures were determined to be epicatechin-(2β→O→7, 4β→6)-[epicatechin- (4β→8)]-catechin (1), epicatechin-(2β→O→7, 4β→8) epicatechin-(4β→8)-catechin-(4β→8)- epicatechin (2), and procyanidins B2 (3), B3 (4) and B4 (5). The absolute configuration of the new compounds was determined from their circular dichroism curves and the 1H NMR spectra of analysis of flavan-3-ols formed by thiolytic degradation of 1 and 2 in the presence of a chiral dirhodium complex (dirhodium tetra-(R)-(trifluoromethyl) phenyl acetate).