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Revision as of 12:53, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 463826571 of page Theaflavin_digallate for the Chem/Drugbox validation project (updated: 'CASNo').  Latest revision as of 21:56, 10 September 2024 edit Citation bot (talk | contribs)Bots5,430,795 edits Altered title. Add: pmid, authors 1-1. Removed URL that duplicated identifier. Removed parameters. Some additions/deletions were parameter name changes. | Use this bot. Report bugs. | Suggested by Abductive | Category:Phenol antioxidants | #UCB_Category 21/25 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 448402786
| Watchedfields = changed
⚫ | ImageFile=theaflavin digallate.png
⚫ | verifiedrevid = 470605918
⚫ | ImageSize=
⚫ | ImageFile=theaflavin digallate.png
| IUPACName= <small>-3,5-dihydroxy-6-oxo-8-benzoannulen-4-yl] 3,4,5-trihydroxybenzoate</small>
⚫ | ImageSize=
⚫ |OtherNames = TFDG<br>TF-3<br>Theaflavin-3,3'-digallate
| SystematicName = 3-Hydroxy-5-oxo-1,8-bis-5''H''-benzoannulene-4,6-diyl bis(3,4,5-trihydroxybenzoate)
⚫ |Section1= {{Chembox Identifiers
⚫ | OtherNames = TFDG<br>TF-3<br>Theaflavin-3,3'-digallate
⚫ | InChI = 1/C43H32O20/c44-17-7-23(46)21-12-29(52)39(60-32(21)9-17)14-1-19-20(40-30(53)13-22-24(47)8-18(45)10-33(22)61-40)11-31(54)41(63-43(59)16-4-27(50)37(56)28(51)5-16)35(19)38(57)34(6-14)62-42(58)15-2-25(48)36(55)26(49)3-15/h1-11,29-30,39-40,44-56H,12-13H2/t29-,30-,39-,40-/m1/s1
⚫ |Section1={{Chembox Identifiers
⚫ | InChI = 1/C43H32O20/c44-17-7-23(46)21-12-29(52)39(60-32(21)9-17)14-1-19-20(40-30(53)13-22-24(47)8-18(45)10-33(22)61-40)11-31(54)41(63-43(59)16-4-27(50)37(56)28(51)5-16)35(19)38(57)34(6-14)62-42(58)15-2-25(48)36(55)26(49)3-15/h1-11,29-30,39-40,44-56H,12-13H2/t29-,30-,39-,40-/m1/s1
| InChIKey = FJYGFTHLNNSVPY-BBXLVSEPBI | InChIKey = FJYGFTHLNNSVPY-BBXLVSEPBI
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FJYGFTHLNNSVPY-BBXLVSEPSA-N | StdInChIKey = FJYGFTHLNNSVPY-BBXLVSEPSA-N
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = <!-- blanked - oldvalue: 33377-72-9 -->
| CASNo=33377-72-9
| PubChem=5748168 | PubChem=5748168
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID=20019479 | ChemSpiderID=20019479
| SMILES = Oc1cc(cc(O)c1O)C(=O)Oc5c(O)cc(2Oc3cc(O)cc(O)c3C2O)c6\C=C(/C=C(/OC(=O)c4cc(O)c(O)c(O)c4)C(=O)c56)7Oc8cc(O)cc(O)c8C7O | SMILES = Oc1cc(cc(O)c1O)C(=O)Oc5c(O)cc(2Oc3cc(O)cc(O)c3C2O)c6\C=C(/C=C(/OC(=O)c4cc(O)c(O)c(O)c4)C(=O)c56)7Oc8cc(O)cc(O)c8C7O
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| C=43 | H=32 | O=20
| Formula = C<sub>43</sub>H<sub>32</sub>O<sub>20</sub>
| Appearance=
| MolarMass = 868.70 g/mol
| Density=
| ExactMass = 868.148693 u
| Appearance= | MeltingPt=
| Density= | BoilingPt=
| MeltingPt= | Solubility=
| BoilingPt=
| Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}

'''Theaflavin digallate''' ('''TFDG''') is an antioxidant ] found in ], and a ] derivative.

== Health ==
* TFDG is a scavenger of ] '']'', even more so than ].<ref>{{cite journal | doi = 10.1021/jf000066d | pmid = 10898615 | title = Inhibition of Xanthine Oxidase and Suppression of Intracellular Reactive Oxygen Species in HL-60 Cells by Theaflavin-3,3'-digallate, (−)-Epigallocatechin-3-gallate, and Propyl Gallate | journal = Journal of Agricultural and Food Chemistry | volume = 48 | issue = 7 | pages = 2736–2743 | year = 2000 | last1 = Lin | first1 = Jen-Kun | last2 = Chen | first2 = Ping-Chung | last3 = Ho | first3 = Chi-Tang | last4 = Lin-Shiau | first4 = Shoei-Yn }}</ref>
* Tea polyphenols including TFDG reduce ],<ref>{{Cite journal |last1=Leong |first1=Hoyee |last2=Mathur |first2=Priya S. |last3=Greene |first3=Geoffrey L. |date=2009 |title=Green tea catechins inhibit angiogenesis through suppression of STAT3 activation |journal=Breast Cancer Research and Treatment |language=en |volume=117 |issue=3 |pages=505–515 |doi=10.1007/s10549-008-0196-x |issn=0167-6806 |pmc=3664280 |pmid=18821062}}</ref> which is implicated in non-liquid cancers, an area of intense current research, by decreasing ] production and receptor phosphorylation.<ref>{{Cite journal |last1=Moyle |first1=Christina W. A. |last2=Cerezo |first2=Ana B. |last3=Winterbone |first3=Mark S. |last4=Hollands |first4=Wendy J. |last5=Alexeev |first5=Yuri |last6=Needs |first6=Paul W. |last7=Kroon |first7=Paul A. |date=2015 |title=Potent inhibition of VEGFR-2 activation by tight binding of green tea epigallocatechin gallate and apple procyanidins to VEGF: Relevance to angiogenesis |journal=Molecular Nutrition & Food Research |language=en |volume=59 |issue=3 |pages=401–412 |doi=10.1002/mnfr.201400478 |issn=1613-4125 |pmc=4681316 |pmid=25546248}}</ref><ref>{{Cite journal |last1=Ann Beltz |first1=Lisa |last2=Kay Bayer |first2=Diana |last3=Lynn Moss |first3=Amber |last4=Mitchell Simet |first4=Ira |date=2006-09-01 |title=Mechanisms of Cancer Prevention by Green and Black Tea Polyphenols |url=https://www.eurekaselect.com/57750/article |journal=Anti-Cancer Agents in Medicinal Chemistry |language=en |volume=6 |issue=5 |pages=389–406 |doi=10.2174/187152006778226468|pmid=17017850 }}</ref>
* TFDG inhibits activity of the enzyme ] ''in vitro''.<ref name="Chen">{{cite journal|author=Chia-Nan Chen1, Coney P. C. Lin, Kuo-Kuei Huang, Wei-Cheng Chen, Hsin-Pang Hsieh, Po-Huang Liang and John T.-A. Hsu|title=Inhibition of SARS-CoV 3C-like Protease Activity by Theaflavin-3,3'-digallate (TF3)|journal=Evidence-Based Complementary and Alternative Medicine|year=2005|volume=2|issue=2|pages=209–215|doi=10.1093/ecam/neh081|pmid=15937562|pmc=1142193}}</ref>

== References ==
{{reflist}}

{{Thearubigin}}

]
]
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