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Supelco

Procyanidin B2

analytical standard

Synonym(s):

(−)-Epicatechin (4β-8)-(−)-epicatechin, 4,8″-Bi-[(+)-epicatechin], cis,cis″-4,8″-Bi(3,3′,4′,5,7-pentahydroxyflavane), Proanthocyanidin B2

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About This Item

Empirical Formula (Hill Notation):
C30H26O12
CAS Number:
29106-49-8
Molecular Weight:
578.52
MDL number:
MFCD01861513
UNSPSC Code:
85151701
PubChem Substance ID:
329756197
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥90% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4cc(O)cc(O)c34)c5ccc(O)c(O)c5)c2O[C@@H]1c6ccc(O)c(O)c6

InChI

1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1

InChI key

XFZJEEAOWLFHDH-NFJBMHMQSA-N

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General description

Procyanidin B2 is a B type of proanthocyanidin, that is present in plants, especially in grape seeds, apples and cacao seeds, which is known to possess anti-inflammatory properties and antioxidant properties.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1788V
BCCK0997
BCCH6360
BCCF7520
BCBZ9111

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Javier I Ottaviani et al.
The American journal of clinical nutrition, 95(4), 851-858 (2012-03-02)
Accumulating data show a causal role for flavanols in the mediation of cardiovascular benefits associated with the consumption of flavanol- and procyanidin-containing foods. Evidence for a direct causal role for procyanidins in this context is far less profound due to
Stavroula Stoupi et al.
Drug metabolism and disposition: the biological fate of chemicals, 38(2), 287-291 (2009-11-17)
Procyanidins are important biologically active compounds, but the pathway and extent of absorption and metabolism are controversial. We conducted a mass balance study to evaluate the total radioactivity excreted in urine and feces after oral administration of [(14)C]procyanidin B2 to
Daniela Rossin et al.
Antioxidants (Basel, Switzerland), 8(6) (2019-06-04)
Exaggerated Toll-like receptor (TLR)-mediated immune and inflammatory responses play a role in inflammatory bowel diseases. This report deals with the ability of a mixture of oxysterols widely present in cholesterol-rich foods to induce in vitro intestinal inflammation through TLR up-regulation.
Absorption and urinary excretion of procyanidin B2 [epicatechin-(4?-8)-epicatechin] in rats
Baba S, et al.
Free Radical Biology & Medicine, 33, 142-148 (2012)
Stavroula Stoupi et al.
Molecular nutrition & food research, 54(6), 747-759 (2009-11-28)
The catabolism by human faecal microbiota of (-)-epicatechin (1) (2, 3-cis stereochemistry) and its dimer pure procyanidin B2 (2), has been compared using a static in vitro culture model. The catabolites were characterised by LC-MS(n), UV absorption and relative retention
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