(+)-Proanthocyanidin A2

Catalog Number
ANC01961
Product Name
(+)-Proanthocyanidin A2
Structure
(+)-Proanthocyanidin A2
CAS Number
41743-41-3
IUPAC Name
(1R,5R,6R,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
Synonyms
PROCYANIDINA2; ProcyanidinImpurity1; PROCAINEHYDROCHLORIDE(RG); ProanthocyanidinA2; PROANTHOCYANIDINA2; PROCYANIDINA2; PROCYANIDOEPICATECHIN; Procyanidoepicatechin; 8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol,2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-,(2R,3R,8S,14R,15R)-; PROCYANIDINA2USP/EP/BP
Molecular Formula
C30H24O12
Molecular Weight
576.5
Appearance
Pale pink solid
Purity
>98%
Density
1.766±0.06g/cm3
Solubility
Soluble in DMSO, 100% ethanol or methanol. Sparingly soluble in water (0.1 mg/ml)
Boiling Point
946.0±65.0°C|Condition: Press: 760 Torr
Storage
Store in a cool and dry place and at 0-4°C for short term (days to weeks) or -42°C for long term (months to years).
Description
(+)-Proanthocyanidin A2 is a polyphenol oxidase (PPO) substrates isolated from grape seeds (Vitis vinifera L). Proanthocyanidins represent one of the major groups of plant polyphenols. A2 could isolated from the acetone-water extract (7:3, v/v) of horse chestnut seed shells (Aesculus hyppocastanum), after extraction with ethyl acetate, by combined LH-20 chromatography and TLC on Silicagel 60 plates.
SMILES
C1[C@H]([C@H](OC2=C1C(=CC3=C2[C@@H]4[C@H]([C@](O3)(OC5=CC(=CC(=C45)O)O)C6=CC(=C(C=C6)O)O)O)O)C7=CC(=C(C=C7)O)O)O
InChI
InChI=1S/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
InChI Key
NSEWTSAADLNHNH-LSBOWGMISA-N
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