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MedKoo Cat#: 112149 | Name: Punicalagin
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Description:

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

Punicalagin is a major ellagitannin found in pomegranates that is reported to produce antioxidant, anti-inflammatory, and anticancer effects.

Chemical Structure

Punicalagin
Punicalagin
CAS#65995-63-3

Theoretical Analysis

MedKoo Cat#: 112149

Name: Punicalagin

CAS#: 65995-63-3

Chemical Formula: C48H28O30

Exact Mass: 1084.0665

Molecular Weight: 1084.72

Elemental Analysis: C, 53.15; H, 2.60; O, 44.25

Price and Availability

Size Price Availability Quantity
25mg USD 300.00 2 Weeks
50mg USD 550.00 2 Weeks
100mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Punicalagin
IUPAC/Chemical Name
1,2,3,12,13,14-hexahydroxy-5,10-dioxo-8-(14,15,16,22,23,27,28,34,35,36,7-undecahydroxy-25,210,4,10-tetraoxo-25,210-dihydro-5,9-dioxa-2(1,6)-chromeno[5,4,3-cde]chromena-1,3(1,2)-dibenzenacyclodecaphane-6-yl)-5,7,8,10-tetrahydrodibenzo[f,h][1,4]dioxecine-7-carbaldehyde
InChi Key
SKNLUADAGHCXKF-UHFFFAOYSA-N
InChi Code
InChI=1S/C48H28O30/c49-5-16-40(76-46(70)9-3-13(52)28(56)32(60)18(9)17-8(44(68)74-16)2-12(51)27(55)31(17)59)39-15(54)6-73-43(67)7-1-11(50)29(57)33(61)19(7)21-25-23-24-26(48(72)78-41(23)37(65)35(21)63)22(36(64)38(66)42(24)77-47(25)71)20-10(45(69)75-39)4-14(53)30(58)34(20)62/h1-5,15-16,39-40,50-66H,6H2
SMILES Code
O=C1OC(C(O)=C(C(C2=C(C(O)=C(C=C2C(OCC(C(O3)C4C(OC(C5=CC(O)=C(C(O)=C5C6=C(C=C(C(O)=C6O)O)C(O4)=O)O)=O)C=O)O)=O)O)O)=C78)O)=C7C9=C1C(C%10=C(C(O)=C(C=C%10C3=O)O)O)=C(O)C(O)=C9OC8=O
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
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
Solvent mg/mL mM
Solubility
DMF 25.0 23.05
DMSO 10.0 9.22
Ethanol 15.0 13.83
PBS (pH: 7.2) 5.0 4.61
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 1,084.72 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: Paik SJ, Kim DS, Son JE, Bach TT, Hai DV, Paik JH, Jo S, Kim DJ, Jung SK. Validation of Active Compound of Terminalia catappa L. Extract and Its AntiInflammatory and Antioxidant Properties by Regulating Mitochondrial Dysfunction and Cellular Signaling Pathways. J Microbiol Biotechnol. 2024 Aug 2;34(10):1-14. doi: 10.4014/jmb.2407.07044. Epub ahead of print. PMID: 39252640. 2: Das R, Bhattarai A, Karn R, Tamang B. Computational investigations of potential inhibitors of monkeypox virus envelope protein E8 through molecular docking and molecular dynamics simulations. Sci Rep. 2024 Aug 23;14(1):19585. doi: 10.1038/s41598-024-70433-3. PMID: 39179615; PMCID: PMC11343748. 3: Lima Bezerra JJ, Domingos da Silva JM. Dental applications of Punica granatum L. in the treatment of gingivitis: A review of ethnomedicinal uses, randomized clinical trials, and antibacterial potential against Porphyromonas gingivalis. J Ethnopharmacol. 2025 Jan 10;336:118701. doi: 10.1016/j.jep.2024.118701. Epub 2024 Aug 15. PMID: 39153519. 4: Sánchez-Terrón G, Martínez R, Delgado J, Molina J, Estévez M. Hepatoprotective mechanisms of pomegranate bioactives on a murine models affected by NAFLD as analysed by MS-based proteomics: The mitochondria in the eye of the storm. Food Res Int. 2024 Sep;192:114769. doi: 10.1016/j.foodres.2024.114769. Epub 2024 Jul 16. PMID: 39147495. 5: Bezerra VS, Costa FC, Caetano Filho FF, Costa JJN, de Lima Neto MF, Furtado CLM, Ceccatto VM, Araújo VR, Silva JRV. Punicalagin increases follicular activation, development and activity of superoxide dismutase 1, catalase, and glutathione peroxidase 1 in cultured bovine ovarian tissues. Reprod Fertil Dev. 2024 Aug;36:RD24029. doi: 10.1071/RD24029. PMID: 39133816. 6: Alagarsamy V, Sulthana MT, Solomon VR, Satishchandra A, Kulkarni VS, Narendhar B, Murugesan S, Muzaffar-Ur-Rehman M, Chandu A. Identification of Potential Inhibitors from Medicinal Plant-based Phytochemicals for the Influential C4 Target of Diabetic Retinopathy by Molecular Docking Studies. Curr Pharm Des. 2024 Aug 8. doi: 10.2174/0113816128297758240723104452. Epub ahead of print. PMID: 39129155. 7: Gallas JA, Pelozo LL, Corona SAM, Shen Y, Haapasalo M, Sousa-Neto MD, Souza- Gabriel AE. Effect of pomegranate solution alone or combined with chlorhexidine against oral multispecies biofilm. Int Endod J. 2024 Aug 10. doi: 10.1111/iej.14135. Epub ahead of print. PMID: 39126293. 8: Kumar A, Mark ZF, Carbajal MP, DeLima DS, Chamberlain N, Walzer J, Ruban M, Chandrasekaran R, Daphtary N, Aliyeva M, Poynter ME, Janssen-Heininger YMW, Bates JH, Alcorn JF, Britto CJ, Dela Cruz CS, Jegga AG, Anathy V. The protein disulfide isomerase A3 and osteopontin axis promotes influenza-induced lung remodelling. Br J Pharmacol. 2024 Aug 8. doi: 10.1111/bph.16511. Epub ahead of print. PMID: 39118388. 9: Bai S, Martin-Sanchez F, Brough D, Lopez-Castejon G. Pyroptosis leads to loss of centrosomal integrity in macrophages. Cell Death Discov. 2024 Aug 8;10(1):354. doi: 10.1038/s41420-024-02093-1. PMID: 39117604; PMCID: PMC11310477. 10: Kaplan Y, Wang Y, Manasherova E, Cohen H, Ginzberg I. Metabolic and gene- expression analyses reveal developmental dynamics of cutin deposition in pomegranate fruit grown under different environmental conditions. Plant Physiol Biochem. 2024 Jul 31;215:108991. doi: 10.1016/j.plaphy.2024.108991. Epub ahead of print. PMID: 39106765. 11: Javadi-Farsani F, Karimi A, Razavi Nikoo H, Moradi MT, Tabarraei A. An in vitro antiviral evaluation of punicalagin toward influenza A virus. Avicenna J Phytomed. 2024 Jul-Aug;14(4):496-504. doi: 10.22038/AJP.2023.23389. PMID: 38952775; PMCID: PMC11179181. 12: Elsayed Abouzed DE, Ezelarab HAA, Selim HMRM, Elsayed MMA, El Hamd MA, Aboelez MO. Multimodal modulation of hepatic ischemia/reperfusion-induced injury by phytochemical agents: A mechanistic evaluation of hepatoprotective potential and safety profiles. Int Immunopharmacol. 2024 Sep 10;138:112445. doi: 10.1016/j.intimp.2024.112445. Epub 2024 Jun 29. PMID: 38944946. 13: Ballistreri G, Amenta M, Fabroni S, Timpanaro N, Platania GM. Sustainable Extraction Protocols for the Recovery of Bioactive Compounds from By-Products of Pomegranate Fruit Processing. Foods. 2024 Jun 7;13(12):1793. doi: 10.3390/foods13121793. PMID: 38928735; PMCID: PMC11203178. 14: Sun DP, Uen YH, Kang NW, Chang CC, Tian YF, Fang CL, Lin KY. Punicalagin Restricts Growth, Promotes Apoptosis, and Reduces Invasion in Human Gastric Cancer Cells. Dose Response. 2024 Jun 19;22(2):15593258241264954. doi: 10.1177/15593258241264954. PMID: 38903205; PMCID: PMC11189006. 15: Wang W, Long P, He M, Luo T, Li Y, Yang L, Zhang Y, Wen X. Pomegranate polyphenol punicalagin as a nutraceutical for mitigating mild cognitive impairment: An overview of beneficial properties. Eur J Pharmacol. 2024 Aug 15;977:176750. doi: 10.1016/j.ejphar.2024.176750. Epub 2024 Jun 17. PMID: 38897439. 16: Kyriakoudi A, Kalfa E, Zymvrakaki E, Kalogiouri N, Mourtzinos I. Recovery of Ellagic Acid from Pomegranate Peels with the Aid of Ultrasound-Assisted Alkaline Hydrolysis. Molecules. 2024 May 21;29(11):2424. doi: 10.3390/molecules29112424. PMID: 38893299; PMCID: PMC11173712. 17: Guo H, Li A, Huang G, Jin X, Xiao Y, Gan RY, Gao H. Development of apple pectin/soy protein isolate-based edible films containing punicalagin for strawberry preservation. Int J Biol Macromol. 2024 Jul;273(Pt 1):133111. doi: 10.1016/j.ijbiomac.2024.133111. Epub 2024 Jun 12. PMID: 38876238. 18: Liu H, Yan C, Teng Y, Guo J, Liang C, Xia X. Gut microbiota and D-ribose mediate the anti-colitic effect of punicalagin in DSS-treated mice. Food Funct. 2024 Jul 1;15(13):7108-7123. doi: 10.1039/d4fo00741g. PMID: 38874578. 19: Tan X, Long Y, Zhang R, Zhang Y, You Z, Yang L. Punicalagin Ameliorates Diabetic Liver Injury by Inhibiting Pyroptosis and Promoting Autophagy via Modulation of the FoxO1/TXNIP Signaling Pathway. Mol Nutr Food Res. 2024 Jun;68(12):e2300912. doi: 10.1002/mnfr.202300912. Epub 2024 Jun 7. PMID: 38847553. 20: Bianchetti G, Bottoni P, Tringali G, Maulucci G, Tabolacci E, Clementi ME. The polyphenolic compound punicalagin protects skin fibroblasts from UVA radiation oxidative damage. Curr Res Pharmacol Drug Discov. 2024 May 23;6:100186. doi: 10.1016/j.crphar.2024.100186. PMID: 38846010; PMCID: PMC11153882.

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