A polyphenol with diverse biological activities
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Tannic Acid

Item No. 21421

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,3,4,6-pentakis[3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoate]β-D-glucopyranose
CAS Number
1401-55-4
Synonyms
  • Gallotannin
Molecular Formula
C76H52O46
Formula Weight
1701.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.3 mg/ml
λmax
219, 278 nm
SMILES
OC1=C(O)C(O)=CC(C(OC2=CC(C(OC[C@@H]3[C@@H](OC(C4=CC(O)=C(O)C(OC(C5=CC(O)=C(O)C(O)=C5)=O)=C4)=O)[C@H](OC(C6=CC(O)=C(O)C(OC(C7=CC(O)=C(O)C(O)=C7)=O)=C6)=O)[C@@H](OC(C8=CC(O)=C(O)C(OC(C9=CC(O)=C(O)C(O)=C9)=O)=C8)=O)[C@H](OC(C%10=CC(O)=C(O)C(OC(C%11=CC(O)=C(O)C(O)=C%11)=O)=C%10)=O)O3)=O)=CC(O)=C2O)=O)=C1
InChi Code
InChI=1S/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m1/s1
InChi Key
LRBQNJMCXXYXIU-PPKXGCFTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Product Description

    Tannic acid is a polyphenol of gallic acid (Item No. 11846) that has been found in C. sinensis and has diverse biological activities.1,2,3,4 Tannic acid (1 μM) inhibits the intracellular production of reactive oxygen species (ROS) and DNA damage induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in human polymorphonuclear neutrophils (PMNs).1 It also decreases TPA-induced nitric oxide secretion from primary rat hepatocytes when used at a concentration of 0.5 mM.2 Tannic acid inhibits hepatitis C virus (HCV) entry into Huh7.5 human hepatoma cells (IC50 = 5.8 μM) and inhibits the proliferation of MDA-MB-231 and MCF-7 human breast cancer cells (IC50s = 2.5 and 4 μM, respectively).3,4 It increases superoxide dismutase 1 (SOD1) protein levels and decreases malondialdehyde (MDA) activity in the ischemic brain tissue in a rat model of middle cerebral artery occlusion (MCAO) when administered at a dose of 10 mg/kg.5 Tannic acid has also been used with lipids in the generation of polyphenolic nanoparticle platforms (PARCELs) for the delivery of mRNA in vivo.6 PARCELs containing tannic acid and encapsulating mRNA encoding luciferase increase luminescence in the livers of mice without increasing the blood levels of alkaline phosphatase (ALP), alanine transaminase, aspartate aminotransferase, urea nitrogen, or creatine.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zielińska-Przyjemska, M., Ignatowicz, E., Krajka-Kuźniak, V., et al. Effect of tannic acid, resveratrol and its derivatives, on oxidative damage and apoptosis in human neutrophils. Food Chem. Toxicol. 84, 37-46 (2015).

    2. Srivastava, R.C., Husain, M.M., Hasam, S.K., et al. Green tea polyphenols and tannic acid act as potent inhibitors of phorbol ester-induced nitric oxide generation in rat hepatocytes independent of their antioxidant properties. Cancer Lett. 153(1-2), 1-5 (2000).

    3. Liu, S., Chen, R., and Hagedorn, C.H. Tannic acid inhibits hepatitis C virus entry into Huh7.5 cells. PLoS One 10(7), e0131358 (2015).

    4. Nie, F., Liang, Y., Jiang, B., et al. Apoptotic effect of tannic acid on fatty acid synthase over-expressed human breast cancer cells. Tumour Biol. 37(2), 2137-2143 (2016).

    5. Sen, H.M., Ozkan, A., Guven, M., et al. Effects of tannic acid on the ischemic brain tissue of rats. Inflammation 38(4), 1624-1630 (2015).

    6. Ma, Y., Tiwade, P.B., VanKeulen-Miller, R., et al. Polyphenolic nanoparticle platforms (PARCELs) for in vitro and in vivo mRNA delivery. Nano Lett. 24(20), 6092-6101 (2024).