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MedKoo Cat#: 126114 | Name: Procyanidin B2

Description:

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

Procyanidin B2 is a B type proanthocyanidin. Procyanidin B2 has been shown to inhibit the formation of the advanced glycation end-products pentosidine, carboxymethyllysine (CML), and methylglyoxal (MGO).

Chemical Structure

Procyanidin B2
Procyanidin B2
CAS#29106-49-8

Theoretical Analysis

MedKoo Cat#: 126114

Name: Procyanidin B2

CAS#: 29106-49-8

Chemical Formula: C30H26O12

Exact Mass: 578.1424

Molecular Weight: 578.53

Elemental Analysis: C, 62.28; H, 4.53; O, 33.19

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Procyanidin B2; Procyanidol B2; Proanthocyanidin B2; (+)-Procyanidin B2; Procyanidin-B2; (−)-Epicatechin-(4β→8)-(−)-epicatechin
IUPAC/Chemical Name
2,2'-bis(3,4-dihydroxyphenyl)-[4,8'-bichromane]-3,3',5,5',7,7'-hexaol
InChi Key
XFZJEEAOWLFHDH-UHFFFAOYSA-N
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
SMILES Code
C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 578.53 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
1: Chen J, Zhong K, Jing Y, Liu S, Qin S, Peng F, Li D, Peng C. Procyanidin B2: A promising multi-functional food-derived pigment for human diseases. Food Chem. 2023 Sep 15;420:136101. doi: 10.1016/j.foodchem.2023.136101. Epub 2023 Apr 7. Erratum in: Food Chem. 2024 Feb 1;433:137359. PMID: 37059021. 2: Zhao J, Wang G, Han K, Wang Y, Wang L, Gao J, Zhao S, Wang G, Chen S, Luo A, Wu J, Wang G. Mitochondrial PKM2 deacetylation by procyanidin B2-induced SIRT3 upregulation alleviates lung ischemia/reperfusion injury. Cell Death Dis. 2022 Jul 11;13(7):594. doi: 10.1038/s41419-022-05051-w. PMID: 35821123; PMCID: PMC9276754. 3: 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. 2023 Jul;41(7):1555-1564. doi: 10.1002/jor.25492. Epub 2022 Dec 10. PMID: 36448180. 4: Liu L, Wang R, Xu R, Chu Y, Gu W. Procyanidin B2 ameliorates endothelial dysfunction and impaired angiogenesis via the Nrf2/PPARγ/sFlt-1 axis in preeclampsia. Pharmacol Res. 2022 Mar;177:106127. doi: 10.1016/j.phrs.2022.106127. Epub 2022 Feb 10. PMID: 35150862. 5: Liu J, Yao Q, Xie X, Cui Q, Jiang T, Zhao Z, Du X, Lai B, Xiao L, Wang N. Procyanidin B2 Attenuates Nicotine-Induced Hepatocyte Pyroptosis through a PPARγ-Dependent Mechanism. Nutrients. 2022 Apr 22;14(9):1756. doi: 10.3390/nu14091756. PMID: 35565726; PMCID: PMC9103831. 6: 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. 7: 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 Sep;37(9):3913-3925. doi: 10.1002/ptr.7847. Epub 2023 May 1. PMID: 37128130. 8: Hu B, Liu S, Luo Y, Pu J, Deng X, Zhou W, Dong Y, Ma Y, Wang G, Yang F, Zhu T, Zhan J. Procyanidin B2 alleviates uterine toxicity induced by cadmium exposure in rats: The effect of oxidative stress, inflammation, and gut microbiota. Ecotoxicol Environ Saf. 2023 Sep 15;263:115290. doi: 10.1016/j.ecoenv.2023.115290. Epub 2023 Jul 27. PMID: 37515969. 9: Liang Y, Chen G, Zhang F, Yang X, Chen Y, Duan Y, Yu M, Zhang S, Han J. Procyanidin B2 Reduces Vascular Calcification through Inactivation of ERK1/2-RUNX2 Pathway. Antioxidants (Basel). 2021 Jun 5;10(6):916. doi: 10.3390/antiox10060916. PMID: 34198832; PMCID: PMC8228429. 10: Yin J, Wang K, Zhu X, Lu G, Jin D, Qiu J, Zhou F. Procyanidin B2 suppresses hyperglycemia-induced renal mesangial cell dysfunction by modulating CAV-1-dependent signaling. Exp Ther Med. 2022 Jun 7;24(2):496. doi: 10.3892/etm.2022.11423. PMID: 35837062; PMCID: PMC9257762.