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Merck
CN

55016

Theaflavin

analytical standard

Synonym(s):

3,4,5-Trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-2-chromanyl]-6-benzo[7]annulenone, 3,4,6-Trihydroxy-1,8-bis(3α,5,7-trihydroxy-2α-chromanyl)-5H-benzocyclohepten-5-one

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About This Item

Empirical Formula (Hill Notation):
C29H24O12
CAS Number:
4670-05-7
Molecular Weight:
564.49
NACRES:
NA.24
PubChem Substance ID:
329758072
UNSPSC Code:
41116107
MDL number:
MFCD03427500

Key Documents

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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

SMILES string

O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1C3=Cc4c(cc(O)c(O)c4C(=O)C(O)=C3)[C@H]5Oc6cc(O)cc(O)c6C[C@H]5O

InChI key

IPMYMEWFZKHGAX-ZKSIBHASSA-N

grade

analytical standard

assay

≥90.0% (HPLC)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

−20°C

Quality Level

100

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General description

Theaflavin is a polyphenol, naturally available in tea, which can mainly play a role in the inhibition of xanthine oxidase enzyme to yield uric acid. It can also find applications in reducing oxidative stress and can also act like scavengers of superoxide.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL8980
BCCD3318
BCBT3522

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Babli Halder et al.
The FEBS journal, 279(16), 2876-2891 (2012-06-22)
Tea polyphenols have potent biological activities against human cancer cells. A major causative factor in malignancies is disregulation of cell-cycle kinetics. In this study, we observed that black tea polyphenols, theaflavins (TF) and thearubigins (TR) induced cell-cycle arrest at the
Annadurai Anandhan et al.
Brain research, 1433, 104-113 (2011-12-06)
Parkinson's disease (PD) is a progressive neurodegenerative disorder, characterized by loss of dopominergic neurons in substantia nigra pars compacta, and can be experimentally induced by the neurotoxin 1-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP). Chronic administration of MPTP/probenecid (MPTP/p) leads to oxidative
Suchismita Mohanty et al.
Frontiers in bioscience (Scholar edition), 4, 300-320 (2011-12-29)
With phytochemicals executing a plethora of anti-tumor mechanisms, targeting the 'guardian angel' p53 appears to be a critical strategy to energize the process of cancer therapeutics. Regulation of anti-tumor p53 functions by dietary plant polyphenols particularly black tea and its
Wenxiang Wang et al.
Journal of cardiovascular pharmacology, 59(5), 434-440 (2012-01-06)
A model of homocysteine-induced injury in vascular endothelial cells was established to evaluate the protective role of theaflavins on homocysteine-injured human vascular endothelial cells (HUVECs). The cells were co-incubated with 3 concentrations of theaflavins (5, 10, or 20 mg/L) and
Wenxiang Wang et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(9), 3243-3250 (2012-07-04)
Male Sprague-Dawley rats were treated with cadmium (Cd) (0.4 mg/kg body weight, s.c., once a day) and three concentrations of theaflavins (50, 100 or 200mg/kg body weight, orally, once a day) for five weeks to evaluate the protective role of
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