A polyphenol flavonoid dimer with diverse biological activities
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Procyanidin B3

Item No. 29065

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,2′R,3S,3′S,4S)-2,2′-bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro-[4,8′-bi-2H-1-benzopyran]-3,3′,5,5′,7,7′-hexol
CAS Number
23567-23-9
Synonyms
  • (+)-Catechin-(4α→8)-(+)-catechin
  • Proanthocyanidin B3
  • Procyanidol B3
Molecular Formula
C30H26O12
Formula Weight
578.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
OC1=C(O)C=C([C@@]2([H])OC(C=C(O)C=C3O)=C3[C@](C4=C(O)C=C(O)C5=C4O[C@@](C6=CC(O)=C(O)C=C6)([H])[C@@H](O)C5)([H])[C@@H]2O)C=C1
InChi Code
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+/m0/s1
InChi Key
XFZJEEAOWLFHDH-AVFWISQGSA-N
Origin
Plant/Grape seeds
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $69

    Add

    5 mg

    $198

    Add

    10 mg

    $363

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Procyanidin B3 is a polyphenol flavonoid dimer of (+)-catechin (Item No. 70940) that has been found in G. biloba and has diverse biological activities.1,2,3 It inhibits aggregation of amyloid-β (1-42) (Aβ42; Item No. 20574) with an IC50 value of 3.54 μM and destabilizes preformed Aβ42 fibrils (EC50 = 5.12 μM).1 Procyanidin B3 (1 mM) reduces oxidation of linoleic acid and scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) free radicals in cell-free assays.2 It inhibits hydrogen peroxide-induced production of inducible nitric oxide synthase (iNOS) and apoptosis in primary murine chondrocytes.3 Procyanidin B3 (0.01 mg/kg) reduces chondrocyte apoptosis, pseudocapsule thickness, and the frequency of ectopic cartilage formation in a mouse model of surgically induced osteoarthritis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xie, H., Wang, J.R., Yau, L.F., et al. Catechins and procyanidins of Ginkgo biloba show potent activities towards the inhibition of β-amyloid peptide aggregation and destabilization of preformed fibrils. Molecules 19(4), 5119-5134 (2014).

    2. Ariga, T., Koshiyama, I., and Fukushima, D. Antioxidative properties of procyanidins B-1 and B-3 from azuki beans in aqueous systems. Agr. Biol. Chem. 52(11), 2717-2722 (2014).

    3. Aini, H., Ochi, H., Iwata, M., et al. Procyanidin B3 prevents articular cartilage degeneration and heterotopic cartilage formation in a mouse surgical osteoarthritis model. PLoS One 7(5), e37728 (2012).