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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:
Molecular Weight:
578.52
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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.
Mathias Jung et al.
Molecular nutrition & food research, 53(10), 1263-1280 (2009-09-19)
Apples (Malus spp., Rosaceae) and products thereof contain high amounts of polyphenols which show diverse biological activities and may contribute to beneficial health effects, like protecting the intestine against inflammation initiated by chronic inflammatory bowel diseases (IBD). IBD are characterized
Procyanidin B2 gallates inhibit IFN-? and IL-17 production in T cells by suppressing T-bet and ROR?t expression
Tanaka S, et al.
International Immunopharmacology, 44, 87-96 (2017)
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

Articles

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Protocols

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)

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