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MedKoo Cat#: 574307 | Name: Procyanidin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Procyanidin is a polyphenol that exhibits antioxidant activity in a macrocyclic nickel complex-catalyzed Briggs-Rauscher oscillation system.

Chemical Structure

Procyanidin
Procyanidin
CAS#20347-71-1

Theoretical Analysis

MedKoo Cat#: 574307

Name: Procyanidin

CAS#: 20347-71-1

Chemical Formula: C30H26O13

Exact Mass: 594.1373

Molecular Weight: 594.53

Elemental Analysis: C, 60.61; H, 4.41; O, 34.98

Price and Availability

Size Price Availability Quantity
1g USD 225.00 2 Weeks
5g USD 450.00 2 Weeks
10g USD 720.00 2 Weeks
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Related CAS #
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Synonym
Procyanidin
IUPAC/Chemical Name
2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl]oxy]-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol
InChi Key
HGVVOUNEGQIPMS-UHFFFAOYSA-N
InChi Code
InChI=1S/C30H26O13/c31-14-7-19(35)16-11-25(28(41-23(16)9-14)12-1-3-17(33)20(36)5-12)43-30(13-2-4-18(34)21(37)6-13)29(40)27(39)26-22(38)8-15(32)10-24(26)42-30/h1-10,25,27-29,31-40H,11H2
SMILES Code
OC1=CC=C(C2OC(C=C(O)C=C3O)=C3CC2OC(O4)(C5=CC=C(O)C(O)=C5)C(O)C(O)C6=C4C=C(O)C=C6O)C=C1O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Procyanidin is a polyphenol that exhibits antioxidant activity in a macrocyclic nickel complex-catalyzed Briggs-Rauscher oscillation system.
In vitro activity:
Here, using Western blot analysis, immunohistochemistry, and immunofluorescence staining, this study observed that PB2 (procyanidin B2) significantly reduced oxidative stress and inflammation and enhanced angiogenesis. Mechanically, this study provided evidence for the first time that the beneficial effects of PB2 occur through the activation of the Sirt1/Nrf2 signaling pathway. Moreover, co-administration of PB2 and EX527, a selective inhibitor of Sirt1, resulted in down-regulation of the expression of Sirt1, Nrf2, and downstream antioxidants. Reference: Phytother Res. 2023 May 1. https://pubmed.ncbi.nlm.nih.gov/37128130/
In vivo activity:
The mouse model experiments showed that PB2 (procyanidin B2) protected the lungs from injury caused by LPS and reduced the levels of various inflammatory cytokines in both the serum and lung tissue. Western blot analysis showed that PB2 reduced the expression of TLR4/NF-κB and increased the expression of PI3K/Akt, and also inhibited the Hippo and Rho signaling pathways. The results of the study showed that PB2 helps to treat sepsis-induced ALI by controlling cytokine storms and reducing inflammation by altering the expressions of the TLR4/NF-κB, PI3K/Akt, Hippo and Rho signaling pathways. Reference: Int J Mol Sci. 2023 Apr 27;24(9):7930. https://pubmed.ncbi.nlm.nih.gov/37175637/
Solvent mg/mL mM
Solubility
DMF 3.0 5.05
DMSO 70.0 117.74
Ethanol 50.3 84.52
PBS (pH 7.2) 10.0 16.82
Water 5.0 8.41
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 594.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Li Y, Zhu Y, Hu F, Liu L, Shen G, Tu Q. Procyanidin B2 regulates the Sirt1/Nrf2 signaling pathway to improve random-pattern skin flap survival. Phytother Res. 2023 May 1. doi: 10.1002/ptr.7847. Epub ahead of print. PMID: 37128130. 2. Zou YP, Zhang QC, Zhang QY, Jiang LB, Li XL. Procyanidin B2 alleviates oxidative stress-induced nucleus pulposus cells apoptosis through upregulating Nrf2 via PI3K-Akt pathway. J Orthop Res. 2022 Nov 29. doi: 10.1002/jor.25492. Epub ahead of print. PMID: 36448180. 3. Kim GO, Park DH, Bae JS. Procyanidin B2 Attenuates Sepsis-Induced Acute Lung Injury via Regulating Hippo/Rho/PI3K/NF-κB Signaling Pathway. Int J Mol Sci. 2023 Apr 27;24(9):7930. doi: 10.3390/ijms24097930. PMID: 37175637; PMCID: PMC10177954. 4. Cai W, Zhang Y, Jin W, Wei S, Chen J, Zhong C, Zhong Y, Tu C, Peng H. Procyanidin B2 ameliorates the progression of osteoarthritis: An in vitro and in vivo study. Int Immunopharmacol. 2022 Dec;113(Pt A):109336. doi: 10.1016/j.intimp.2022.109336. Epub 2022 Oct 20. PMID: 36274486.
In vitro protocol:
1. Li Y, Zhu Y, Hu F, Liu L, Shen G, Tu Q. Procyanidin B2 regulates the Sirt1/Nrf2 signaling pathway to improve random-pattern skin flap survival. Phytother Res. 2023 May 1. doi: 10.1002/ptr.7847. Epub ahead of print. PMID: 37128130. 2. Zou YP, Zhang QC, Zhang QY, Jiang LB, Li XL. Procyanidin B2 alleviates oxidative stress-induced nucleus pulposus cells apoptosis through upregulating Nrf2 via PI3K-Akt pathway. J Orthop Res. 2022 Nov 29. doi: 10.1002/jor.25492. Epub ahead of print. PMID: 36448180.
In vivo protocol:
1. Kim GO, Park DH, Bae JS. Procyanidin B2 Attenuates Sepsis-Induced Acute Lung Injury via Regulating Hippo/Rho/PI3K/NF-κB Signaling Pathway. Int J Mol Sci. 2023 Apr 27;24(9):7930. doi: 10.3390/ijms24097930. PMID: 37175637; PMCID: PMC10177954. 2. Cai W, Zhang Y, Jin W, Wei S, Chen J, Zhong C, Zhong Y, Tu C, Peng H. Procyanidin B2 ameliorates the progression of osteoarthritis: An in vitro and in vivo study. Int Immunopharmacol. 2022 Dec;113(Pt A):109336. doi: 10.1016/j.intimp.2022.109336. Epub 2022 Oct 20. PMID: 36274486.
1. Li, M., Hu, G., and Chen, Y. Evaluation of the antioxidant capacity of natural polyphenolic compounds using a macrocyclic Ni-(II) complex-catalysed Briggs-Rauscher reaction. Food Chem. 197(Pt A), 987-991 (2015).