Guidechem | China Chemical Manufacturers,suppliers,B2B Marketplace
  • Products
  • Encyclopedia
  • Buy offers
  • Suppliers
Home> Encyclopedia >Herbal Extract>Pharmaceutical Intermediates>Organic Intermediate
(-)-Epigallocatechin gallate structure
(-)-Epigallocatechin gallate structure

(-)-Epigallocatechin gallate

Iupac Name:[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
CAS No.: 989-51-5
Molecular Weight:458.375
Modify Date.: 2022-11-29 06:11
Introduction: (-)-Epigallocatechin Gallate is a tumor-inhibiting constituent of green tea. (-)-Epigallocatechin Gallate alters the cleavage of amyloid precursor protein, decreasing production of amaloid-? and amaloid plaques in mice. This compound has neuroprotective properties. View more+
1. Names and Identifiers
1.1 Name
(-)-Epigallocatechin gallate
1.2 Synonyms

(-)-cis-3,4-Dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1(2H)-benzopyran-3-yl Gallate Hydrate (-)-Epigallocatechin 3-gallate (-)-epi-Gallocatechin 3-O-gallate (-)-Epigallocatechin 3-O-gallate (-)-Epigallocatechol gallate 3-O-Gallate 3-O-Galloyl-(-)-epigallocatechin Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester Benzoic acid, 3,4,5-trihydroxy-, 3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, (2R-cis)- EGCG EGCG Hydrate EGCg-OP Epigallocatechin 3-gallate epi-Gallocatechin 3-O-gallate Epigallocatechin 3-O-gallate Epigallocatechin gallate epi-Gallocatechin gallate Epigallocatechin-3-monogallate Epigallocatechol, 3-gallate Epigallocatechol, 3-gallate, (-)- Epigallocatechol, gallate Gallic acid, 3-ester with epigallocatechol, (-)- L-Epigallocatechin gallate NVP-XAA 723 PF-EGCg 90 Teafuran 90S Teavigo Theliokeep

1.3 CAS No.
1.4 CID
619-381-5; 479-560-7
1.6 Molecular Formula
C22H18O11 (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
222-224 °C
2.1 Boiling point
909.1°C at760mmHg
2.1 Refractive index
-175.5 ° (C=1, EtOH)
2.1 Flash Point
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Solubility
H2O: ≥5mg/mL, clear
2.2 Appearance
2.3 Storage
Keep Cold.
2.4 Chemical Properties
2.5 Color/Form
2.6 pKa
2.7 Water Solubility
soluble in ethanol, dimethyl formamide, water.H2O: ≥5mg/mL, clear
2.8 Stability
Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
2.9 StorageTemp
3. Use and Manufacturing
3.1 Usage
(-)-Epigallocatechin Gallate is a tumor-inhibiting constituent of green tea. (-)-Epigallocatechin Gallate alters the cleavage of amyloid precursor protein, decreasing production of amaloid-? and amaloid plaques in mice. This compound has neuroprotective properties.
4. Safety and Handling
4.1 Safety Statements
4.1 Hazard Declaration
4.1 Caution Statement
P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P305+P351+P338, P312, P321, P322, P330, P333+P313, P337+P313, P363, P391, P501
4.1 WGK Germany
4.1 Safety

WGK Germany: 2
RTECS: KB5200000
F:F 10 Keep under argon;F 23 Sensitive to air.

4.2 Specification

?(-)-Epigallocatechin gallate , its cas register number is 989-51-5. It also can be called Epigallocatechin-3-gallate ; EGCG cpd ; and Epigallocatechin gallate . It is the most abundant catechin in most notably tea. It is found in green tea but not black tea, as EGCG is converted into thearubigins in black teas.

4.3 Toxicity
LD50 oral in mouse: 2170mg/kg

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s) No symbol.
Signal word

No signal word.

Hazard statement(s)


Precautionary statement(s)








2.3 Other hazards which do not result in classification


8. Other Information
8.0 Usage
Epigallocatechin gallate is reported to strongly inhibit Cu(2+)-mediated oxidative modification of LDLs. EGCG also inhibits NOS2 (iNOS).
8.1 Merck
8.2 Chemical Properties
8.3 Uses
telomerase inhibitor
8.4 Uses
An inhibitor of Bcl-2 and NOS2
8.5 Uses
A tumor-inhibiting constituent of green tea. Alters the cleavage of amyloid precursor protein, decreasing production of amaloid- and amaloid plaques in mice
8.6 Hazard
Moderately toxic by ingestion.
8.7 Anticancer Research
EGCG and EGC are the active polyphenol compounds found in green tea, found toinhibit p-glycoprotein transport activities in Chinese hamster ovary (p-gp+) cells.EGCG facilitates the retraction of MDR phenotype by reducing cellular drug effluxwhen given in combination with vinblastine or doxorubicin. Hesperetin, quercetin,daidzein, silymarin, naringenin, and resveratrol also inhibit the MRP1, MRP4, andMRP5 (Kawasaki et al. 2008). Curcumin increases the cellular accumulation ofanticancer agents like cisplatin, tamoxifen, daunorubicin, vincristine, anddoxorubicin and thereby effectively sensitizes the drug-resistant cancer cells. Areduction in MDR1B expression in L1210/Adr cells (mouse leukemic MDR cells)by curcumin is mediated by PI3K, Akt, and NF-κB pathways. It also inhibits theABCG2 transporter activity. In addition curcumin facilitates the accumulation ofmitoxantrone and doxorubicin in ABCG2-expressing HEK cells and hence reversesMDR (Kawasaki et al. 2008; Dandawate et al. 2013).
8.8 Anticancer Research
EGCG is an ester of gallic acid and epigallocatechin and is a catechin compound(Murakami et al. 1996). It is found most abundantly in green tea. It can be used to treat brain, prostate, cervical, and bladder cancers (Wang et al. 2012). It suppressesthe ornithine decarboxylase action, an enzyme that leads to rapid proliferation andfurthermore circumvents apoptosis (Singh et al. 2016a). It suppresses nuclear factor(NF-κB) activation and expression of Bcl-2 (B-cell lymphoma 2) as well as COX-2(cyclooxygenase-2) in prostate cancer cells and causes induction of apoptosis. Ithamper the matrix metallopeptidase-9 (MMP-9) activation in bladder and lungcancer cells and suppresses the synthesis of VGEF (vascular endothelial growthfactor) in head and neck cancers. It prevents ERK (extracellular signal-regulatedkinase) phosphorylation and MMP-2 and MMP-9 activation and suppresses ERK,c-Jun N-terminal kinase (JNK), and MMP-9 expressions in gastric carcinoma cells(Singh et al. 2016a). It is binding and inhibits the antiapoptotic protein Bcl-xL,interferes with EGFR (epidermal growth factor receptor) signaling, and inhibitshepatocyte growth factor-induced cell proliferation and MAPK (mitogen-activatedprotein kinase), CDK (cyclin-dependent kinase), and cell signaling linked to growthfactors (Wang et al. 2012; Du et al. 2012).
Green tea constitutes the rich amount of EGCG which aids in cancer chemoprevention(Fujiki et al. 1998). EGCG improved the impacts of ginseng compoundin the restraint of colon tumor cell development, showing that green tea could bea successful synergist with an anticancer agent for malignancy chemoprevention.It obstructs the PDGF-initiated proliferation and migration of rodent pancreaticstellate cells (Masamune et al. 2005). The soluble and plasma membrane-integratedEGCG straightforwardly communicates with PDGF-BB and in this wayputs off precise receptor binding promoting the inhibitory impacts of EGCG onplatelet-derivedgrowth factor-incited cell signaling and mitogens (Weber et al.2004).
8.9 Collision Cross Section
206.1 ?2 [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
8.10 Livertox Summary
Hydroxycut is the commercial name a variety of multi-ingredient nutritional supplements (MINS) marketed for weight loss, body building and “fat burning”. In 2004, Hydroxycut products containing ephedra were withdrawn from use in the United States because of cardiovascular risks and in 2009 because of hepatotoxicity. Nevertheless, Hydroxycut products with different ingredients are still commercially available and have continued to be implicated in cases of clinically apparent acute liver injury.|SLIMQUICK is a popular, proprietary line of multi-ingredient nutritional supplements (MINS) marketed as weight loss products and sold widely in pharmacies and grocery stores as well on the internet. The major ingredients in the products include green tea extract, caffeine and various herbal, fruit and vegetable extracts. There have been rare reports of clinically apparent liver injury in patients taking SLIMQUICK products, the majority of which had clinical features suggestive of green tea hepatotoxicity.
8.11 Drug Classes
Herbal and Dietary Supplements
8.12 Mesh
Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)|Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)|Agents that reduce the frequency or rate of spontaneous or induced mutations independently of the mechanism involved. (See all compounds classified as Antimutagenic Agents.)|Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)
8.13 Metabolism
(-)-Epigallocatechin gallate has known human metabolites that include (-)-Epigallocatechin gallate, 3p-hydroxy-glucuronide and (-)-Epigallocatechin gallate, 4p-hydroxy-glucuronide.
8.14 Mesh Entry Terms
EGCG cpd
8.15 Use Classification
Polyketides [PK] -> Flavonoids [PK12] -> Proanthocyanidins [PK1203]
9. Computational chemical data
  • Molecular Weight: 458.375g/mol
  • Molecular Formula: C22H18O11
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 458.08491139
  • Monoisotopic Mass: 458.08491139
  • Complexity: 667
  • Rotatable Bond Count: 4
  • Hydrogen Bond Donor Count: 8
  • Hydrogen Bond Acceptor Count: 11
  • Topological Polar Surface Area: 197
  • Heavy Atom Count: 33
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
10. Recommended Suppliers
Global325SuppliersView all >>
  • Products:My whatsapp:+86 13043111536 cas no.1451-82-7,79099-07-3,5449-12-7,5337-93-9,49851-31-2,288573-56-8
  • Tel:86-311-13043111536
High Quality 99%(-)-Epigallocatechin gallate Cas 989-51-5 with Best Price
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 20 USD/kg
  • Time: 2023/06/06
  • Products:Cosmetic Raw Materials,solvents,etc.
  • Tel:86-311-66562153
Lab standard Epigallocatechin gallate CAS 989-51-5
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 10 USD/kilogram
  • Time: 2023/06/06
  • Products:chemicals
  • Tel:0311-18503114-031178503114
Factory supply (-)-Epigallocatechin gallate(989-51-5)
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 60 USD/kg
  • Time: 2023/06/05
  • Products:Division I, the main production Lead acetate phenylacetamide Cyromazine quality is very good!
  • Tel:86-185-31123677
98% EGCG Epigallocatechin gallate 989-51-5 CAS NO.989-51-5
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 1 USD/metric ton
  • Time: 2023/05/11
  • Products:Pharmaceutical Intermediate , Apis , Food Additives , Herbal Extracts , Fine Chemicals , ...
  • Tel:00-86-13167237119
Catechins CAS 989-51-5 . with discount
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 5000 USD/mt
  • Time: 2023/05/09
11. Realated Product Infomation