A polyphenolic flavonoid with diverse biological activities
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Theaflavin-3-gallate

Item No. 31510

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4,5-trihydroxy-benzoic acid, (2R,3R)-2-[1-[(2R,3R)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl]-3,4,6-trihydroxy-5-oxo-5H-benzocyclohepten-8-yl]-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester
CAS Number
30462-34-1
Synonyms
  • TF2A
  • Theaflavin Monogallate A
Molecular Formula
C36H28O16
Formula Weight
716.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:6): 0.1 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
SMILES
OC1=C2C(C=C([C@]3([H])[C@@H](CC4=C(O)C=C(O)C=C4O3)OC(C5=CC(O)=C(C(O)=C5)O)=O)C=C(C2=O)O)=C([C@@]6([H])OC7=CC(O)=CC(O)=C7C[C@H]6O)C=C1O
InChi Code
InChI=1S/C36H28O16/c37-14-5-20(39)18-10-26(45)35(51-27(18)7-14)17-9-25(44)33(48)30-16(17)1-12(2-24(43)32(30)47)34-29(11-19-21(40)6-15(38)8-28(19)50-34)52-36(49)13-3-22(41)31(46)23(42)4-13/h1-9,26,29,34-35,37-42,44-46,48H,10-11H2,(H,43,47)/t26-,29-,34-,35-/m1/s1
InChi Key
KMJPKUVSXFVQGZ-WQLSNUALSA-N
Origin
Plant/Camellia sinensis
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $42

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    1 mg

    $79

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    5 mg

    $242

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    10 mg

    $363

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    Product Description

    Theaflavin-3-gallate is a polyphenolic flavonoid that has been found in black tea (C. sinensis) and has diverse biological activities.1,2,3 It scavenges singlet oxygen and hydrogen peroxide, as well as superoxide and hydroxide radicals (IC50s = 0.86, 0.45, 21.7, and 32.49 µM, respectively), in cell-free assays.1 Theaflavin-3-gallate is cytotoxic to, and induces apoptosis in, OVCAR-3 and A2780/CP70 ovarian cancer, but not non-cancerous IOSE 364 ovarian epithelial, cells when used at concentrations of 20 and 40 µM.2 It reduces oxazolone-induced ear edema and serum and ear levels of TNF-α, IFN-γ, and IL-12 in an oxazolone-sensitized mouse model of delayed-type hypersensitivity when administered at a dose of 50 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wu, Y.-y., Li, W., Xu, Y., et al. Evaluation of the antioxidant effects of four main theaflavin derivatives through chemiluminescence and DNA damage analyses. J. Zhejiang. Univ. Sci. B. 12(9), 744-751 (2011).

    2. Gao, Y., Rankin, G.O., Tu, Y., et al. Inhibitory effects of the four main theaflavin derivatives found in black tea on ovarian cancer cells. Anticancer Res. 36(2), 643-651 (2016).

    3. Yoshino, K., Yamazaki, K., and Sano, M. Preventive effects of black tea theaflavins against mouse type IV allergy. J. Sci. Food Agric. 90(12), 1983-1987 (2010).