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E4268

Sigma-Aldrich

(−)-Epigallocatechin gallate

≥80% (HPLC), from green tea

Sinonimo/i:

(−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate, (−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-flavane-3-gallate, EGCG

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CHF 184.00

About This Item

Formula empirica (notazione di Hill):
C22H18O11
Numero CAS:
989-51-5
Peso molecolare:
458.37
Numero MDL:
MFCD00075940
Codice UNSPSC:
12352205
ID PubChem:
57654159
NACRES:
NA.79

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Origine biologica

green tea

Livello qualitativo

200

Saggio

≥80% (HPLC)

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

2-8°C

Stringa SMILE

Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4cc(O)c(O)c(O)c4

InChI

1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1
WMBWREPUVVBILR-WIYYLYMNSA-N

Informazioni sul gene

human ... CYP1A2(1544)

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Categorie correlate

Descrizione generale

(−)-Epigallocatechin gallate, is a bioactive component of green tea accounting for 50-80% of the total catechin content.[1]

Applicazioni

(−)-Epigallocatechin gallate has been used as:
  • a potential neuroprotective agent to test its protective effect against spinal cord injury and blood-spinal cord barrier (BSCB) leakage[2]
  • an effective antioxidant against light-induced photoreceptor degeneration in mice retina[3]
  • an antioxidant in retinitis pigmentosa (RP) and reduces oxidative damage and changes circadian rhythms in pigmented heterozygous P23H rat[4]
  • to test its reversal effect on Diastolic dysfunction in restrictive cardiomyopathy (RCM) mice[5]
  • an anti-cancer agent in colorectal cancer in mice[6]

Azioni biochim/fisiol

(−)-Epigallocatechin gallate (EGCG) comprises eight -hydroxyl (OH) groups that determine its high antioxidant property.[1] Other than being an efficient free oxygen radical scavenger, it also acts as a good chelating agent and a modulator of important transcription factors, namely nuclear factor-kappa β (NF-kβ).[4] EGEC is proven to be an efficient anti-obesity agent by increasing energy expenditure, fat oxidation, and lowering appetite in humans.[7] EGCG also acts as an anti-inflammatory and neuroprotective agent in the initial stages of ischemia and spinal cord injury. It reduces caveolin-1 expression, maintaining blood-brain barrier integrity and downregulating pro-inflammatory cytokines.[2]

Pittogrammi

Exclamation markEnvironment
GHS07,GHS09

Avvertenze

Warning

Indicazioni di pericolo

H302,H317,H319,H411

Classi di pericolo

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
WXBF2464V
WXBF0250V
SLCM8972
SLCG1672
SLCF5113

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(−)-Epigallocatechin 3-gallate phyproof® Reference Substance

PHL89656

(−)-Epigallocatechin 3-gallate

(−)-Epicatechin ≥98% (HPLC), from green tea

Sigma-Aldrich

E4018

(−)-Epicatechin

(−)-Gallocatechin gallate from green tea, ≥98% (HPLC)

Sigma-Aldrich

G6782

(−)-Gallocatechin gallate

(−)-Catechin ≥97% (HPLC), from green tea

Sigma-Aldrich

C0567

(−)-Catechin

Polyphenon 60 from green tea

Sigma-Aldrich

P1204

Polyphenon 60 from green tea

Epicatechin gallate primary reference standard

03950590

Epicatechin gallate

(−)-Catechin gallate ≥98% (HPLC), from green tea

Sigma-Aldrich

C0692

(−)-Catechin gallate

CONSUMPTION OF GREEN TEA OR ITS DERIVATIVE CATECHIN MAY IMPROVE NEURAL REGENERATION IN A RAT SPINAL CORD INJURY MODEL
AKDA? R, et al.,
The Journal of Turkish Spinal Surgery, 31(3), 170-170 (2020)
Shounan Qi et al.
Molecular vision, 23, 171-178 (2017-05-02)
(-)-epigallocatechin-3-gallate (EGCG), a major catechin component of green tea, is reported to delay or prevent certain forms of cancer, arthritis, cardiovascular disease, and neurodegenerative disorders. In this study, we determined if systemically administered EGCG could protect the retina against light
Tia M Rains et al.
The Journal of nutritional biochemistry, 22(1), 1-7 (2010-12-01)
Green tea catechins (GTC) are polyphenolic compounds present in the unfermented dried leaves of the plant, Camellia sinensis. Results from a number of randomized, controlled intervention trials have shown that consumption of GTC (270 mg to 1200 mg/day) may reduce
Tea polyphenols-their antioxidant properties and biological activity-a review
Gramza A, et al.,
Polish Journal of Food and Nutrition Sciences, 14(3), 219-219 (2005)
Xiaoqin Wang et al.
Journal of biomedical science, 23(1), 51-51 (2016-06-30)
Diastolic dysfunction refers to an impaired relaxation and an abnormality in a heart's filling during diastole while left ventricular systolic function is preserved. Diastolic dysfunction is commonly observed in patients with primary hypertension, diabetes and cardiomyopathies such as hypertrophic cardiomyopathy
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Articoli

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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