E4143

(−)-Epigallocatechin gallate

≥95%

Manufacturer: Sigma Aldrich

CAS Number: 989-51-5

Synonym(S): (−)-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

Select a Size

Pack Size SKU Availability Price
50 MG E4143-50-MG In Stock ₹ 12,318.85

E4143 - 50 MG

₹ 12,318.85

In Stock

Quantity

1

Base Price: ₹ 12,318.85

GST (18%): ₹ 2,217.393

Total Price: ₹ 14,536.243

Quality Level

200

Assay

≥95%

solubility

H2O: ≥5 mg/mL, clear

application(s)

metabolomicsvitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

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

InChI key

WMBWREPUVVBILR-WIYYLYMNSA-N

Gene Information

human ... CYP1A2(1544)

Description

  • General description: (−)-Epigallocatechin gallate from green tea is the prime bioactive component, accounting for 50-80% of the total catechin content.[1] It comprises a chemical structure similar to that of epicatechin gallate (ECG), an ester of gallic acid and epigallocatechin.[2]
  • Application: (-)-Epigallocatechin gallate has been used:as an anti-tumor agent on murine TRAMP metastatic prostate cell line by cell proliferation assay, apoptosis detection and modified Boyden-chamber assay[3]induces cell death in acute myeloid leukaemia through death associated protein kinase-2 pathway analyzed through cell viability, cell cycle and apoptosis assay[4]as an inhibitor of osteoclast differentiation in murine preosteoclast cell line RAW264.7[5]to promote myogenic differentiation[6]
  • Biochem/physiol Actions: (-)-Epigallocatechin gallate (EGCG), an antioxidant polyphenol flavonoid exerts anti-tumor properties by inhibiting telomerase and DNA methyltransferase activity.[1] EGCG inhibits the expression of matrix metalloproteinase-2 (MMP-2), MMP-9 and reduces the invasiveness.[3] EGCG blocks the activation of epidermal growth factor (EGF) receptors and human epidermal growth factor receptor-2 (HER-2).[1] EGCG increases bone mineral density and reduces bone resorption. EGCG inhibits osteoclastogenesis by inhibiting receptor activator of nuclear factor κ-B ligand (RANKL) induced nuclear factor κ B (NF-κB) transcriptional activity.[5] EGCG reduces skeletal muscle atrophy. EGCG has anti-aging property and increases myogenic differentiation.[6] EGCG inhibits fatty acid synthase and glutamate dehydrogenase activity.[7]

SAFETY INFORMATION

Pictograms

GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H317,H319,H411

Precautionary Statements

P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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human ... CYP1A2(1544)

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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

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