(-)-Epigallocatechin(EGC)
(-)-Epigallocatechin(EGC) structure
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Common Name | (-)-Epigallocatechin(EGC) | ||
|---|---|---|---|---|
| CAS Number | 970-74-1 | Molecular Weight | 306.267 | |
| Density | 1.7±0.1 g/cm3 | Boiling Point | 685.6±55.0 °C at 760 mmHg | |
| Molecular Formula | C15H14O7 | Melting Point | 208-210°C | |
| MSDS | Chinese USA | Flash Point | 368.5±31.5 °C | |
Use of (-)-Epigallocatechin(EGC)(-)-Epigallocatechin is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.IC50 value:Target: in vitro: EGCG is a potent inhibitor of amyloidogenic cystatin I66Q amyloid fibril formation in vitro. Computational analysis suggests that EGCG prevents amyloidogenic cystatin fibril formation by stabilizing the molecule in its native-like state as opposed to redirecting aggregation to disordered, amorphous aggregates [1]. Combined curcumin and EGCG treatment reduced the cancer stem-like Cluster of differentiation 44 (CD44)-positive cell population. Western blot and immunoprecipitation analyses revealed that curcumin and EGCG specifically inhibited STAT3 phosphorylation and STAT3-NFkB interaction was retained [2]. EGCG exhibited a MIC and MBC of 5μg/mL and 20μg/mL respectively and effectively eradicated E. faecalis biofilms. EGCG induced the formation of hydroxyl radicals in E. faecalis. The addition of DIP protected E. faecalis against EGCG-mediated antibacterial effects. At sub-MIC, EGCG induced significant down-regulation of E. faecalis virulence genes [3]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | (-)-epigallocatechin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | (-)-Epigallocatechin is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.IC50 value:Target: in vitro: EGCG is a potent inhibitor of amyloidogenic cystatin I66Q amyloid fibril formation in vitro. Computational analysis suggests that EGCG prevents amyloidogenic cystatin fibril formation by stabilizing the molecule in its native-like state as opposed to redirecting aggregation to disordered, amorphous aggregates [1]. Combined curcumin and EGCG treatment reduced the cancer stem-like Cluster of differentiation 44 (CD44)-positive cell population. Western blot and immunoprecipitation analyses revealed that curcumin and EGCG specifically inhibited STAT3 phosphorylation and STAT3-NFkB interaction was retained [2]. EGCG exhibited a MIC and MBC of 5μg/mL and 20μg/mL respectively and effectively eradicated E. faecalis biofilms. EGCG induced the formation of hydroxyl radicals in E. faecalis. The addition of DIP protected E. faecalis against EGCG-mediated antibacterial effects. At sub-MIC, EGCG induced significant down-regulation of E. faecalis virulence genes [3]. |
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| Related Catalog | |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.7±0.1 g/cm3 |
|---|---|
| Boiling Point | 685.6±55.0 °C at 760 mmHg |
| Melting Point | 208-210°C |
| Molecular Formula | C15H14O7 |
| Molecular Weight | 306.267 |
| Flash Point | 368.5±31.5 °C |
| Exact Mass | 306.073944 |
| PSA | 130.61000 |
| LogP | -0.10 |
| Vapour Pressure | 0.0±2.2 mmHg at 25°C |
| Index of Refraction | 1.776 |
| InChIKey | XMOCLSLCDHWDHP-IUODEOHRSA-N |
| SMILES | Oc1cc(O)c2c(c1)OC(c1cc(O)c(O)c(O)c1)C(O)C2 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATAMUTATION DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | KB5100000 |
| HS Code | 2932999099 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 4 | |
|---|---|
| DownStream 10 | |
![(-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol Structure](https://image.chemsrc.com/caspic/078/332386-74-0.png)
CAS#:332386-74-0
CAS#:1449477-27-3
CAS#:1333874-50-2
CAS#:108-98-5
CAS#:1707-75-1
CAS#:979-92-0
CAS#:28543-07-9
CAS#:102208-16-2
CAS#:569-77-7
CAS#:31129-95-0
CAS#:74356-41-5
CAS#:1204316-08-4
CAS#:4670-05-7
CAS#:302776-47-2This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2932999099 |
|---|---|
| Summary | 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Effects of malted and non-malted whole-grain wheat on metabolic and inflammatory biomarkers in overweight/obese adults: a randomised crossover pilot study.
Food Chem. 194 , 495-502, (2015) Metabolic dysfunction in obesity may be attenuated by whole-grain intake, which has been attributed to synergistic actions of bioactive compounds. Germination/malting may increase grain bioactives, in... |
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A colourimetric sensor for the simultaneous determination of oxidative status and antioxidant activity on the same membrane: N,N-dimethyl-p-phenylene diamine (DMPD) on Nafion.
Anal. Chim. Acta 865 , 60-70, (2015) A colourimetric sensor capable of simultaneously measuring oxidative status (OS) in terms of the hazard produced by reactive oxygen species (ROS) and antioxidant activity (AOA) in regard to ROS-scaven... |
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Identification and quantification of phytochemicals in nutraceutical products from green tea by UHPLC-Orbitrap-MS.
Food Chem. 173 , 607-18, (2014) A method has been developed and validated for the simultaneous detection and quantification of phytochemicals in nutraceutical products obtained from green tea. For that purpose, ultra-high performanc... |
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| EGC |
| MFCD00075939 |
| Galloepicatechin |
| epigallocatechol |
| Sunphenon EGC |
| (-)-Epigallo catechin |
| (-)-Epigallocatechin |
| (−)-Epigallocatechin |
| (-)-Epigallocatechin (EGC) |
| (2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,5,7-chromanetriol |
| Teacatechin II |
| EPIGALLOCATECHIN |
| (2R,3R)-2-(3,4,5-Trihydroxyphenyl)chromane-3,5,7-triol |
| Greenteacatechins |
| (-)-EGC:2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R-cis)-, |
| epi |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the English name of (-)-epigallocatechin? |
| A: The English name of (-)-epigallocatechin is (-)-epigallocatechin. |
| Q: What is the molecular weight of (-)-epigallocatechin? |
| A: Molecular weight of (-)-epigallocatechin is 306.267. |
| Q: What is the melting point of (-)-epigallocatechin? |
| A: Melting point of (-)-epigallocatechin is 208-210°C. |
| Q: What are the downstream products of (-)-epigallocatechin? |
| A: Related downstream products(CAS) of (-)-epigallocatechin: 1707-75-1;979-92-0;28543-07-9;102208-16-2;569-77-7;31129-95-0;74356-41-5;1204316-08-4;4670-05-7;302776-47-2. |
| Q: What is the CAS number of (-)-epigallocatechin? |
| A: CAS number of (-)-epigallocatechin is 970-74-1. |
| Q: What is the polar surface area (PSA) of (-)-epigallocatechin? |
| A: Polar surface area (PSA) of (-)-epigallocatechin is 130.61000. |
| Q: What is the InChIKey of (-)-epigallocatechin? |
| A: InChIKey of (-)-epigallocatechin is XMOCLSLCDHWDHP-IUODEOHRSA-N. |
| Q: What is the SMILES notation of (-)-epigallocatechin? |
| A: SMILES notation of (-)-epigallocatechin is Oc1cc(O)c2c(c1)OC(c1cc(O)c(O)c(O)c1)C(O)C2. |
| Q: What is the molecular formula of (-)-epigallocatechin? |
| A: Molecular formula of (-)-epigallocatechin is C15H14O7. |
| Q: What are the upstream materials of (-)-epigallocatechin? |
| A: Related upstream materials(CAS) of (-)-epigallocatechin: 332386-74-0;1449477-27-3;1333874-50-2;108-98-5. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| Dayang Chem (Hangzhou) Co., Ltd. |
| naturewill |
| Henan Tianfu Chemical Co., Ltd. |