A polyphenolic flavonoid with antioxidant and anticancer activities
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Theaflavin

Item No. 25129

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,8-bis[(2R,3R)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl]-3,4,6-trihydroxy-5H-benzocyclohepten-5-one
CAS Number
4670-05-7
Synonyms
  • (−)-Theaflavin
Molecular Formula
C29H24O12
Formula Weight
564.5
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): 0.14 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
λmax
266, 378, 460 nm
SMILES
O=C1C2=C(O)C(O)=CC([C@@H]3[C@H](O)CC(C(O)=CC(O)=C4)=C4O3)=C2C=C([C@H]5OC(C=C(O)C=C6O)=C6C[C@H]5O)C=C1O
InChi Code
InChI=1S/C29H24O12/c30-11-3-17(32)15-8-21(36)28(40-23(15)5-11)10-1-13-14(7-20(35)27(39)25(13)26(38)19(34)2-10)29-22(37)9-16-18(33)4-12(31)6-24(16)41-29/h1-7,21-22,28-33,35-37,39H,8-9H2,(H,34,38)/t21-,22-,28-,29-/m1/s1
InChi Key
IPMYMEWFZKHGAX-ZKSIBHASSA-N
Origin
Plant/Black Tea
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $40

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    5 mg

    $143

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    10 mg

    $263

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    25 mg

    $561

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    Cayman Chemical
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    Product Description

    Theaflavin is a polyphenolic flavonoid that has been found in black tea and has antioxidant and anticancer activites.1,2 It scavenges singlet oxygen and hydrogen peroxide as well as superoxide and hydroxide radicals in vitro (IC50s = 0.73, 0.49, 14.5, and 38.0 µM, respectively).3 Theaflavin inhibits the growth of OVCAR-3 and A2780/CP70 human ovarian cancer cell lines, but not the ovarian epithelial cell line IOSE 364 (IC50s = 11.9, 38.5, and >40 µM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yoshida, H., Ishikawa, T., Hosoai, H., et al. Inhibitory effect of tea flavonoids on the ability of cells to oxidize low density lipoprotein. Biochem. Pharmacol. 58, 1695-1703 (1999).

    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. 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).