ProcyanidinB2

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Names

[ CAS No. ]:
29106-49-8

[ Name ]:
ProcyanidinB2

[Synonym ]:
Proanthocyanidin B3
Proanthocyanidin 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]
PROCYANIDINDIMERB2
EPICATECHIN(4BETA->8)EPICATECHIN
Procyanidol B2
(-)epicatechin-(-)-epicatechin
Procyanidin B2
EPICATECHIN(4B-8)EPICATECHIN
ProcyanidinB2
PROCYANIDIN B1(P)
Procyanidin B-3
Proanthocyanidin
UNII-L88HKE854X
4,8'-BI-[(+)-EPICATECHIN]
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)-

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

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

[ Melting Point ]:
197-198ºC

[ 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 ]:
2-8°C

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Precursor & DownStream

Precursor

  • 5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin]
  • 3',4',5,7-tetra-O-benzyl-8-bromoepicatechin-4β,8-(3',4',5,7-tetra-O-benzylepicatechin)
  • tetrabeuzyl-(-)-epicatechin
  • (2R-trans)-2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-5,7-bis(phenylmethoxy)-2H-1-benzopyran-3-ol
  • (2R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-4H-chromen-3-one
  • Catechin
  • (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
  • Epicatechin
  • Procyanidin B2 3,3'-di-O-gallate

DownStream

  • Epicatechin
  • Catechin
  • Procyanidin A2

Articles

Investigating the potential of under-utilised plants from the Asteraceae family as a source of natural antimicrobial and antioxidant extracts.

Food Chem. 161 , 79-86, (2014)

Antimicrobial properties of ethanol and water extracts from eight Asteraceae species were investigated against three Gram positive (Staphylococcus aureus, MRSA and Bacillus cereus) and two Gram negati...

UHPLC-PDA-ESI/HRMSn profiling method to identify and quantify oligomeric proanthocyanidins in plant products.

J. Agric. Food Chem. 62(39) , 9387-400, (2014)

Oligomeric proanthocyanidins were successfully identified by UHPLC-PDA-HRMS(n) in a selection of plant-derived materials (jujube fruit, Fuji apple, fruit pericarps of litchi and mangosteen, dark choco...

A grape seed extract increases active glucagon-like peptide-1 levels after an oral glucose load in rats.

Food Funct. 5(9) , 2357-64, (2014)

We have previously reported that procyanidins, a class of flavonoids, improve glycemia and exert an incretin-like effect, which was linked to their proven inhibitory effect on the dipeptidyl-peptidase...


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