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MedKoo Cat#: 585267 | Name: Theaflavine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Theaflavine and its derivatives are antioxidant polyphenols that come from the oxidation of black tea leaves and have antiviral and anti-cancer effects.

Chemical Structure

Theaflavine
Theaflavine
CAS#4670-05-7

Theoretical Analysis

MedKoo Cat#: 585267

Name: Theaflavine

CAS#: 4670-05-7

Chemical Formula: C29H20O12

Exact Mass: 560.0955

Molecular Weight: 560.47

Elemental Analysis: C, 62.15; H, 3.60; O, 34.26

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Theaflavine; Theaflavin
IUPAC/Chemical Name
5H-Benzocyclohepten-5-one, 1,8-bis((2R,3R)-3,5,7-trihydroxy-2H-1-benzopyran-2-yl)-3,4,6-trihydroxy-
InChi Key
CQUDTIQVQIIPSB-FICMROCWSA-N
InChi Code
InChI=1S/C29H20O12/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/h1-9,28-33,35-37,39H,(H,34,38)/t28-,29?/m1/s1
SMILES Code
O=C1C(O)=CC([C@@H]2C(O)=CC3=C(O)C=C(O)C=C3O2)=CC4=C(C5C(O)=CC6=C(O)C=C(O)C=C6O5)C=C(O)C(O)=C41
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 560.47 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.

Recalculate based on batch purity %
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: Wu D, Mei S, Duan R, Geng F, Wu W, Li X, Cheng L, Wang C. How black tea pigment theaflavin dyes chicken eggs: Binding affinity study of theaflavin with ovalbumin. Food Chem. 2020 Jan 15;303:125407. doi: 10.1016/j.foodchem.2019.125407. Epub 2019 Aug 21. PubMed PMID: 31466032. 2: Liao Y, Yu Z, Liu X, Zeng L, Cheng S, Li J, Tang J, Yang Z. Effect of Major Tea Insect Attack on Formation of Quality-Related Nonvolatile Specialized Metabolites in Tea ( Camellia sinensis) Leaves. J Agric Food Chem. 2019 Jun 19;67(24):6716-6724. doi: 10.1021/acs.jafc.9b01854. Epub 2019 Jun 7. PubMed PMID: 31135151. 3: Park PJ, Rha CS, Kim ST. Theaflavin-Enriched Fraction Stimulates Adipogenesis in Human Subcutaneous Fat Cells. Int J Mol Sci. 2019 Apr 25;20(8). pii: E2034. doi: 10.3390/ijms20082034. PubMed PMID: 31027178; PubMed Central PMCID: PMC6515531. 4: Alqahtani S, Welton K, Gius JP, Elmegerhi S, Kato TA. The Effect of Green and Black Tea Polyphenols on BRCA2 Deficient Chinese Hamster Cells by Synthetic Lethality through PARP Inhibition. Int J Mol Sci. 2019 Mar 14;20(6). pii: E1274. doi: 10.3390/ijms20061274. PubMed PMID: 30875717; PubMed Central PMCID: PMC6470602. 5: Kita M, Uchida S, Yamada K, Ano Y. Anxiolytic effects of theaflavins via dopaminergic activation in the frontal cortex. Biosci Biotechnol Biochem. 2019 Jun;83(6):1157-1162. doi: 10.1080/09168451.2019.1584523. Epub 2019 Feb 26. PubMed PMID: 30806570. 6: Mostashari-Rad T, Saghaei L, Fassihi A. Gp41 inhibitory activity prediction of theaflavin derivatives using ligand/structure-based virtual screening approaches. Comput Biol Chem. 2019 Apr;79:119-126. doi: 10.1016/j.compbiolchem.2019.02.001. Epub 2019 Feb 5. PubMed PMID: 30785021. 7: Ano Y, Ohya R, Kita M, Taniguchi Y, Kondo K. Theaflavins Improve Memory Impairment and Depression-Like Behavior by Regulating Microglial Activation. Molecules. 2019 Jan 28;24(3). pii: E467. doi: 10.3390/molecules24030467. PubMed PMID: 30696093; PubMed Central PMCID: PMC6384870. 8: Chen T, Liu AB, Sun S, Ajami NJ, Ross MC, Wang H, Zhang L, Reuhl K, Kobayashi K, Onishi JC, Zhao L, Yang CS. Green Tea Polyphenols Modify the Gut Microbiome in db/db Mice as Co-Abundance Groups Correlating with the Blood Glucose Lowering Effect. Mol Nutr Food Res. 2019 Apr;63(8):e1801064. doi: 10.1002/mnfr.201801064. Epub 2019 Jan 30. PubMed PMID: 30667580; PubMed Central PMCID: PMC6494111. 9: Panda BK, Chavan AN, Datta AK. Development of super-atmospheric oxidation chamber for orthodox tea processing and its validation through neural network approach. J Sci Food Agric. 2019 Jun;99(8):3752-3760. doi: 10.1002/jsfa.9589. Epub 2019 Mar 12. PubMed PMID: 30637754. 10: Wang L, Yan T, Zhang K, Li F, Jia J, Hu G. A sensitive UPLC-MS/MS method for simultaneous determination of polyphenols and theaflavins in rat plasma: Application to a pharmacokinetic study of Da Hong Pao tea. Biomed Chromatogr. 2019 Apr;33(4):e4470. doi: 10.1002/bmc.4470. Epub 2019 Feb 4. PubMed PMID: 30585656. 11: Tong T, Ren N, Soomi P, Wu J, Guo N, Kang H, Kim E, Wu Y, He P, Tu Y, Li B. Theaflavins Improve Insulin Sensitivity through Regulating Mitochondrial Biosynthesis in Palmitic Acid-Induced HepG2 Cells. Molecules. 2018 Dec 19;23(12). pii: E3382. doi: 10.3390/molecules23123382. PubMed PMID: 30572687; PubMed Central PMCID: PMC6320999. 12: Li J, Zheng J. Theaflavins prevent cartilage degeneration via AKT/FOXO3 signaling in vitro. Mol Med Rep. 2019 Feb;19(2):821-830. doi: 10.3892/mmr.2018.9745. Epub 2018 Dec 12. PubMed PMID: 30569095; PubMed Central PMCID: PMC6323294. 13: Chowdhury P, Sahuc ME, Rouillé Y, Rivière C, Bonneau N, Vandeputte A, Brodin P, Goswami M, Bandyopadhyay T, Dubuisson J, Séron K. Theaflavins, polyphenols of black tea, inhibit entry of hepatitis C virus in cell culture. PLoS One. 2018 Nov 28;13(11):e0198226. doi: 10.1371/journal.pone.0198226. eCollection 2018. PubMed PMID: 30485282; PubMed Central PMCID: PMC6261387. 14: Tan Q, Peng L, Huang Y, Huang W, Bai W, Shi L, Li X, Chen T. Structure-Activity Relationship Analysis on Antioxidant and Anticancer Actions of Theaflavins on Human Colon Cancer Cells. J Agric Food Chem. 2019 Jan 9;67(1):159-170. doi: 10.1021/acs.jafc.8b05369. Epub 2018 Dec 11. PubMed PMID: 30474978. 15: Wu YH, Kuraji R, Taya Y, Ito H, Numabe Y. Effects of theaflavins on tissue inflammation and bone resorption on experimental periodontitis in rats. J Periodontal Res. 2018 Dec;53(6):1009-1019. doi: 10.1111/jre.12600. Epub 2018 Aug 30. PubMed PMID: 30159985; PubMed Central PMCID: PMC6221153. 16: Wang Z, Luo H, Xia H. Theaflavins attenuate ethanol induced oxidative stress and cell apoptosis in gastric mucosa epithelial cells via downregulation of the mitogen activated protein kinase pathway. Mol Med Rep. 2018 Oct;18(4):3791-3799. doi: 10.3892/mmr.2018.9352. Epub 2018 Aug 3. PubMed PMID: 30106096; PubMed Central PMCID: PMC6131224. 17: Dong C, Li J, Wang J, Liang G, Jiang Y, Yuan H, Yang Y, Meng H. Rapid determination by near infrared spectroscopy of theaflavins-to-thearubigins ratio during Congou black tea fermentation process. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Dec 5;205:227-234. doi: 10.1016/j.saa.2018.07.029. Epub 2018 Jul 20. PubMed PMID: 30029185. 18: Imran A, Arshad MU, Arshad MS, Imran M, Saeed F, Sohaib M. Lipid peroxidation diminishing perspective of isolated theaflavins and thearubigins from black tea in arginine induced renal malfunctional rats. Lipids Health Dis. 2018 Jul 18;17(1):157. doi: 10.1186/s12944-018-0808-3. PubMed PMID: 30021615; PubMed Central PMCID: PMC6052712. 19: Fu G, Wang H, Cai Y, Zhao H, Fu W. Theaflavin alleviates inflammatory response and brain injury induced by cerebral hemorrhage via inhibiting the nuclear transcription factor kappa β-related pathway in rats. Drug Des Devel Ther. 2018 Jun 12;12:1609-1619. doi: 10.2147/DDDT.S164324. eCollection 2018. PubMed PMID: 29928110; PubMed Central PMCID: PMC6003286. 20: Dai W, Tan J, Lu M, Zhu Y, Li P, Peng Q, Guo L, Zhang Y, Xie D, Hu Z, Lin Z. Metabolomics Investigation Reveals That 8-C N-Ethyl-2-pyrrolidinone-Substituted Flavan-3-ols Are Potential Marker Compounds of Stored White Teas. J Agric Food Chem. 2018 Jul 11;66(27):7209-7218. doi: 10.1021/acs.jafc.8b02038. Epub 2018 Jun 28. PubMed PMID: 29921123.

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