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Procyanidin B2

analytical standard

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Nabeelah Bibi Sadeer et al.
Journal of pharmaceutical and biomedical analysis, 174, 19-33 (2019-06-04)
Africa is famous for its floral biodiversity, exploited by local people for therapeutic purposes. However, such plants need to be scrutinised scientifically for the presence of bioactive compounds and possible biological properties. This study attempts for the first time 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.
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
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)
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