An ellagitannin with diverse biological activities
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Punicalin

Item No. 33714

Technical Information
Formal Name
cyclic 4,6-[(2S,2′S)-2,2′-(5,10-dihydro-2,3,7,8-tetrahydroxy-5,10-dioxo[1]benzopyrano[5,4,3-cde][1]benzopyran-1,6-diyl)bis[3,4,5-trihydroxybenzoate]] D-glucose
CAS Number
65995-64-4
Molecular Formula
C34H22O22
Formula Weight
Purity
≥95% (mixture of anomers)
A solid
λmax
219, 262 nm
SMILES
O=C1C(C(C(C2=C3C(C(C(OCC4O)=O)=CC(O)=C5O)=C5O)=C(C(O)=C3O)O1)=C(C(O)=C6O)OC2=O)=C6C(C(C(OC4C(O)C(O)C=O)=O)=CC(O)=C7O)=C7O
InChi Code
InChI=1S/C34H22O22/c35-3-9(38)21(42)28-10(39)4-53-31(49)5-1-7(36)19(40)22(43)11(5)13-17-15-16-18(34(52)56-29(15)26(47)24(13)45)14(25(46)27(48)30(16)55-33(17)51)12-6(32(50)54-28)2-8(37)20(41)23(12)44/h1-3,9-10,21,28,36-48H,4H2
InChi Key
GXGFDWGVOITBNW-UHFFFAOYSA-N
Origin
Plant/Punica granatum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Punicalin is an ellagitannin that has been found in P. granatum and has diverse biological activities.1,2,3 It inhibits the interaction between the severe acute respiratory coronavirus 2 (SARS-CoV-2) spike glycoprotein receptor-binding domain (RBD), also known as the surface glycoprotein RBD, and angiotensin-converting enzyme 2 (ACE2; IC50 = 0.14 mg/ml).2 Punicalin is an inhibitor of carbonic anhydrase with an IC50 value of 1 µM.1 It scavenges DPPH (Item No. 14805) radicals and superoxide anions, as well as inhibits lipid peroxidation, in cell-free assays in a concentration-dependent manner.3 Punicalin (10 mg/kg per day) also increases the activities of superoxide dismutase (SOD) and glutathione peroxidase (GPX), and decreases the level of malondialdehyde (MDA), in the intestine in a mouse model of oxidative stress.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Satomi, H., Umemura, K., Ueno, A., et alCarbonic anhydrase inhibitors from the pericarps of Punica granatum L. Biol. Pharm. Bull. 16(8), 787-790 (1993).

    2. Suručić, R., Travar, M., Petković, M., et alPomegranate peel extract polyphenols attenuate the SARS-CoV-2 S-glycoprotein binding ability to ACE2 Receptor: In silico and in vitro studies. Bioorg. Chem. 114, 105145 (2021).

    3. Sun, Y.-Q., Xin, T., Men, X.-M., et alIn vitro and in vivo antioxidant activities of three major polyphenolic compounds in pomegranate peel: Ellagic acid, punicalin, and punicalagin. J. Integr. Agric. 16(8), 1808-1818 (2017).