MedKoo Cat#: 564536 | Name: Procyanidin B3
Featured

Description:

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

Procyanidin B3 is a natural antioxidant which acts as a potent inhibitor of lectin-like oxidized LDL receptor, and involves the pathogenesis of arteriosclerosis.

Chemical Structure

Procyanidin B3
CAS#23567-23-9

Theoretical Analysis

MedKoo Cat#: 564536

Name: Procyanidin B3

CAS#: 23567-23-9

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

Size Price Availability Quantity
5mg USD 950.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Proanthocyanidin B3; Catechin(4a->8)catechin; 2,3-trans-proanthocyanidin; Procyanidin B3
IUPAC/Chemical Name
(2R,3S)-2-(3,4-Dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
InChi Key
XFZJEEAOWLFHDH-AVFWISQGSA-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/t22-,26-,27-,28+,29+/m0/s1
SMILES Code
O[C@@H]1[C@@H](C2=CC=C(O)C(O)=C2)OC3=C(C(O)=CC(O)=C3[C@H]4[C@H](O)[C@@H](C5=CC=C(O)C(O)=C5)OC6=C4C(O)=CC(O)=C6)C1
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
2934.99.03.00
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: Belenichev I, Ryzhenko V, Popazova O, Bukhtiyarova N, Gorchakova N, Oksenych V, Kamyshnyi O. Optimization of the Search for Neuroprotectors among Bioflavonoids. Pharmaceuticals (Basel). 2024 Jul 3;17(7):877. doi: 10.3390/ph17070877. PMID: 39065728; PMCID: PMC11279701. 2: Topi D, Topi A, Guclu G, Selli S, Uzlasir T, Kelebek H. Targeted analysis for the detection of phenolics and authentication of Albanian wines using LC- DAD/ESI-MS/MS combined with chemometric tools. Heliyon. 2024 May 16;10(11):e31127. doi: 10.1016/j.heliyon.2024.e31127. PMID: 38845971; PMCID: PMC11154223. 3: Liu Y, Zhang L, Wang L, Tang X, Wan S, Huang Q, Ran M, Shen H, Yang Y, Chiampanichayakul S, Tima S, Anuchapreeda S, Wu J. Targeting CD38/ ADP-ribosyl cyclase as a novel therapeutic strategy for identification of three potent agonists for leukopenia treatment. Pharmacol Res. 2024 Feb;200:107068. doi: 10.1016/j.phrs.2024.107068. Epub 2024 Jan 15. PMID: 38232908. 4: Syed Mohamad SNA, Khatib A, So'ad SZM, Ahmed QU, Ibrahim Z, Nipun TS, Humaryanto H, AlAjmi MF, Khalifa SAM, El-Seedi HR. In Vitro Anti-Diabetic, Anti- Inflammatory, Antioxidant Activities and Toxicological Study of Optimized Psychotria malayana Jack Leaves Extract. Pharmaceuticals (Basel). 2023 Dec 5;16(12):1692. doi: 10.3390/ph16121692. PMID: 38139818; PMCID: PMC10747829. 5: Wen J, Sui Y, Li S, Shi J, Cai S, Xiong T, Cai F, Zhou L, Zhao S, Mei X. Phenolic Profile and Bioactivity Changes of Lotus Seedpod and Litchi Pericarp Procyanidins: Effect of Probiotic Bacteria Biotransformation. Antioxidants (Basel). 2023 Nov 7;12(11):1974. doi: 10.3390/antiox12111974. PMID: 38001827; PMCID: PMC10669077. 6: Piccolo V, Maisto M, Schiano E, Iannuzzo F, Keivani N, Manuela Rigano M, Santini A, Novellino E, Carlo Tenore G, Summa V. Phytochemical investigation and antioxidant properties of unripe tomato cultivars (Solanum lycopersicum L.). Food Chem. 2024 Apr 16;438:137863. doi: 10.1016/j.foodchem.2023.137863. Epub 2023 Nov 10. PMID: 37980871. 7: Lv H, Guo S. Comparative analysis of flavonoid metabolites from different parts of Hemerocallis citrina. BMC Plant Biol. 2023 Oct 13;23(1):491. doi: 10.1186/s12870-023-04510-6. PMID: 37828495; PMCID: PMC10571393. 8: Wang L, Li L, Zhao W, Fan L, Meng H, Zhang G, Wu W, Shi J, Wu G. Integrated metabolomic and transcriptomic analysis of the anthocyanin and proanthocyanidin regulatory networks in red walnut natural hybrid progeny leaves. PeerJ. 2022 Oct 20;10:e14262. doi: 10.7717/peerj.14262. PMID: 36285329; PMCID: PMC9588303. 9: Chen J, Chen Y, Zheng Y, Zhao J, Yu H, Zhu J. The Relationship between Procyanidin Structure and Their Protective Effect in a Parkinson's Disease Model. Molecules. 2022 Aug 6;27(15):5007. doi: 10.3390/molecules27155007. PMID: 35956957; PMCID: PMC9370466. 10: Malheiros J, Simões DM, Figueirinha A, Cotrim MD, Fonseca DA. Agrimonia eupatoria L.: An integrative perspective on ethnomedicinal use, phenolic composition and pharmacological activity. J Ethnopharmacol. 2022 Oct 5;296:115498. doi: 10.1016/j.jep.2022.115498. Epub 2022 Jun 22. PMID: 35752261. 11: Chen J, Chen Y, Zheng Y, Zhao J, Yu H, Zhu J. Relationship between Neuroprotective Effects and Structure of Procyanidins. Molecules. 2022 Apr 2;27(7):2308. doi: 10.3390/molecules27072308. PMID: 35408708; PMCID: PMC9000754. 12: Gu W, Wang H, Su M, Wang Y, Xu F, Hu Q, Cai X, Song J, Tong H, Qian Y, Zhao H, Chen J. Investigation of Tannins Transformation in Sanguisorbae Radix Over Carbonizing by Stir-Frying. Front Mol Biosci. 2022 Mar 2;9:762224. doi: 10.3389/fmolb.2022.762224. PMID: 35309515; PMCID: PMC8924296. 13: Sun Y, Kotani A, Machida K, Yamamoto K, Hakamata H. Determination of Phenolic Compounds in Beverages by Three-Flow Channel Isocratic HPLC with Electrochemical Detections Using a Column-Switching Technique. Chem Pharm Bull (Tokyo). 2022;70(1):43-49. doi: 10.1248/cpb.c21-00552. PMID: 34980732. 14: Yu JS, Kim JH, Rashan L, Kim I, Lee W, Kim KH. Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus. Front Microbiol. 2021 Nov 26;12:784504. doi: 10.3389/fmicb.2021.784504. PMID: 34899667; PMCID: PMC8662356. 15: Huang HM, Ho CY, Chang GR, Shia WY, Lai CH, Chao CH, Wang CM. HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of Vaccinium emarginatum. Pharmaceuticals (Basel). 2021 Oct 28;14(11):1098. doi: 10.3390/ph14111098. PMID: 34832879; PMCID: PMC8622236. 16: Pérez-Gregorio MR, Bessa Pereira C, Dias R, Mateus N, de Freitas V. New- Level Insights into the Effects of Grape Seed Polyphenols on the Intestinal Processing and Transport of a Celiac Disease Immunodominant Peptide. J Agric Food Chem. 2021 Nov 17;69(45):13474-13486. doi: 10.1021/acs.jafc.1c03713. Epub 2021 Nov 2. PMID: 34727499. 17: Fu X, Belwal T, He Y, Xu Y, Li L, Luo Z. UPLC-Triple-TOF/MS characterization of phenolic constituents and the influence of natural deep eutectic solvents on extraction of Carya cathayensis Sarg. peels: Composition, extraction mechanism and in vitro biological activities. Food Chem. 2022 Feb 15;370:131042. doi: 10.1016/j.foodchem.2021.131042. Epub 2021 Sep 3. PMID: 34500297. 18: Raudone L, Puzerytė V, Vilkickyte G, Niekyte A, Lanauskas J, Viskelis J, Viskelis P. Sea Buckthorn Leaf Powders: The Impact of Cultivar and Drying Mode on Antioxidant, Phytochemical, and Chromatic Profile of Valuable Resource. Molecules. 2021 Aug 6;26(16):4765. doi: 10.3390/molecules26164765. PMID: 34443353; PMCID: PMC8398517. 19: Ricardo D , Telmo F , Catarina BP , Nuno M , Victor F , Rosa PG . Unravelling the effects of procyanidin on gliadin digestion and immunogenicity. Food Funct. 2021 May 21;12(10):4434-4445. doi: 10.1039/d1fo00382h. Epub 2021 Apr 20. PMID: 33881102. 20: Martínez-Subirà M, Romero MP, Macià A, Puig E, Romagosa I, Moralejo M. Bioactive Compounds and Antioxidant Capacity in Pearling Fractions of Hulled, Partially Hull-Less and Hull-Less Food Barley Genotypes. Foods. 2021 Mar 9;10(3):565. doi: 10.3390/foods10030565. PMID: 33803221; PMCID: PMC8001832.