Synonym
Theaflavin 3,3'-digallate; TF3; TFDG
IUPAC/Chemical Name
(2R,2'R,3R,3'R)-(3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-1,8-diyl)bis(5,7-dihydroxychromane-2,3-diyl) bis(3,4,5-trihydroxybenzoate)
InChi Key
ZEASWHWETFMWCV-ISBUVJFSSA-N
InChi Code
InChI=1S/C43H32O20/c44-17-7-23(46)21-12-33(62-42(58)15-3-25(48)36(54)26(49)4-15)40(60-31(21)9-17)14-1-19-20(11-30(53)39(57)35(19)38(56)29(52)2-14)41-34(13-22-24(47)8-18(45)10-32(22)61-41)63-43(59)16-5-27(50)37(55)28(51)6-16/h1-11,33-34,40-41,44-51,53-55,57H,12-13H2,(H,52,56)/t33-,34-,40-,41-/m1/s1
SMILES Code
OC(C=C1O2)=CC(O)=C1C[C@](OC(C3=CC(O)=C(O)C(O)=C3)=O)([H])[C@@]2([H])C(C=C4O)=CC(C([C@]5([H])[C@@](OC(C6=CC(O)=C(O)C(O)=C6)=O)([H])CC7=C(O)C=C(O)C=C7O5)=CC(O)=C8O)=C8C4=O
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
868.71
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.
| 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: Theaflavin-3,3′-Digallate Suppresses Human Ovarian Carcinoma OVCAR-3 Cells by Regulating the Checkpoint Kinase 2 and p27 kip1 Pathways Ying Gao, Junfeng Yin, Youying Tu, Yi Charlie Chen Molecules. 2019 Feb; 24(4): 673. Published online 2019 Feb 14. doi: 10.3390/molecules24040673 PMCID: PMC6412557
2: Theaflavin-3, 3′-digallate decreases human ovarian carcinoma OVCAR-3 cell-induced angiogenesis via Akt and Notch-1 pathways, not via MAPK pathways YING GAO, GARY O. RANKIN, YOUYING TU, YI CHARLIE CHEN Int J Oncol. 2016 Jan; 48(1): 281–292. Published online 2015 Nov 20. doi: 10.3892/ijo.2015.3257 PMCID: PMC4734601
3: Black Tea Extract and Its Theaflavin Derivatives Inhibit the Growth of Periodontopathogens and Modulate Interleukin-8 and β-Defensin Secretion in Oral Epithelial Cells Telma Blanca Lombardo Bedran, Marie-Pierre Morin, Denise Palomari Spolidorio, Daniel Grenier PLoS One. 2015; 10(11): e0143158. Published online 2015 Nov 18. doi: 10.1371/journal.pone.0143158 PMCID: PMC4651492
4: Theaflavin-3,3′-Digallate Enhances the Inhibitory Effect of Cisplatin by Regulating the Copper Transporter 1 and Glutathione in Human Ovarian Cancer Cells Haibo Pan, Eunhye Kim, Gary O. Rankin, Yon Rojanasakul, Youying Tu, Yi Charlie Chen Int J Mol Sci. 2018 Jan; 19(1): 117. Published online 2018 Jan 2. doi: 10.3390/ijms19010117 PMCID: PMC5796066
5: Theaflavin-3,3′-Digallate and Lactic Acid Combinations Reduce Herpes Simplex Virus Infectivity Charles E. Isaacs, Weimin Xu Antimicrob Agents Chemother. 2013 Aug; 57(8): 3806–3814. doi: 10.1128/AAC.00659-13 PMCID: PMC3719710
