- Enhancement of Antioxidant Activity in O/W Emulsion and Cholesterol-Reducing Capacity of Epigallocatechin by Derivatization with Representative PhytosterolsWang, Shanshan; Fan, Jiawen; Xu, Lujing; Ye, Kai; Shu, Tong; et al, Journal of Agricultural and Food Chemistry, 2019, 67(45), 12461-12471
Cas no 970-74-1 ((-)-Epigallocatechin)
(-)-Epigallocatechin Chemical and Physical Properties
Names and Identifiers
-
- (-)-epigallocatechin
- EGC
- (-)-epigallocatechol
- 3,3’,4’,5,5’,7-flavanhexol
- 5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2h-1-benzopyran-(2r-cis
- antiscurvyfactorc(sub2)
- epigallocatechol
- Greenteacatechins
- l-epigallocatechin
- (-)-3,5,7,3',4',5'-HEXAHYDROXYLFLAVAN
- (-)-EGC
- (-)-Epigallocatechin, froM green tea
- (?)-Epigallocatechin
- 2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R,3R)-
- Epigallocatechin
- Epigallocatechin(EGC)
- EPIGALLOCATECHIN, (-)-(P)
- EPIGALLOCATECHIN, (-)-(P) PrintBack
- epi
- epi-Gallocatechin
- Galloepicatechin
- Sunphenon EGC
- Teacatechin II
- (-)-cis-3,3′,4′,5,5′,7-Hexahydroxyflavane
- (-)-cis-3,3',4',5,5',7-Hexahydroxyflavane
- (-)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
- (2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
- [ "EGC" ]
- (-)-Epigallocatechin;EGC
- Antiscurvy factor C2
- l-Epigallocatechol
- (-)-3,3',4',5,5',7-Flavanhexol
- 3,3',4',5,5',7-Flavanhexol
- Factor C2 (antiscurvy)
- 2,3-cis-epigallocatechin
- Antiscurvy factor C(sub 2)
- 7Z197MG6QL
- 1-epi-3',4',5,5',7-Pentahydroxy-3-Flavan
- (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chrome
- (2R,3R)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol (ACI)
- 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R-cis)- (ZCI)
- Epigallocatechol (8CI)
- Gallocatechol, l- (6CI)
- (-)-3,3′,4′,5,5′,7-Flavanhexol
- (-)-epi-Gallocatechin
- (2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,5,7-trihydroxychroman
- 1-epi-3′,4′,5′,5,7-Pentahydroxy-3-flavanol
- 3,3′,4′,5,5′,7-Flavanhexol
- L
- NSC 674039
- (-)EPIGALLOCATECHIN
- (-)cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
- HY-N0225
- (-)-Epigallocatechin/EGC
- Q51617505
- AKOS015965244
- NCI60_026204
- 124107-38-6
- CHEMBL47386
- DivK1c_006365
- KBio2_006422
- 1ST40119
- (2R,3R)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol
- E1084
- Spectrum4_000950
- epigallocatechin (egc)
- NSC674039
- BCBcMAP01_000207
- SR-05000002564-1
- KBioSS_001286
- 3beta-Hydroxy-5alpha-pregnan-20-one Sulfate Pyridine Salt
- Epigallocatechin 1000 microg/mL in Acetonitrile
- A846754
- 2H-1-BENZOPYRAN-3,5,7-TRIOL, 3,4-DIHYDRO-2-(3,4,5-TRIHYDROXYPHENYL)-, (2R,3R)-
- SMP1_000114
- NSC-674039
- Spectrum5_000889
- (-)-Epigallocatechin(EGC)
- KBioGR_001540
- (2R,3R)-2-(3,4,5-trihydroxyphenyl)chroman-3,5,7-triol
- BSPBio_001636
- BDBM50187665
- (-)-Epigallocatechin, >=95% (HPLC), from green tea
- KBio3_001136
- SPBio_000885
- CS-3762
- GLXC-13576
- (-)-epigallocatechol;3,3?,4?,5,5?,7-flavanhexol;5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2h-1-benzopyran-(2r-cis
- CHEBI:42255
- SDCCGMLS-0066479.P001
- (-) epigallocatechin
- GTPL12461
- Q3044728
- SR-05000002564
- Spectrum3_000248
- CCG-38353
- DS-5807
- (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
- KBio1_001309
- NS00014558
- Spectrum_000806
- s3922
- 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R-cis)-
- Epigallocatechin, primary pharmaceutical reference standard
- (-)-Epigallocatechin, analytical standard
- AC-394
- C24E9F59-8F06-44E2-B2DE-FF132A8774F3
- epigallocatechin-(-)
- cis-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
- SPECTRUM205113
- KBio2_001286
- Q-200003
- 970-74-1
- UNII-7Z197MG6QL
- 2-(3,4,5-TRIHYDROXY-PHENYL)-CHROMAN-3,5,7-TRIOL
- Epigallocatechin;EGC;L-Epigallocatechin
- CCRIS 5441
- Spectrum2_000703
- EGC, (-)-EPIGALLOCATECHIN
- SpecPlus_000269
- KBio2_003854
- DTXCID501030643
- NCGC00179131-01
- (-)-Epigallocatechin from green tea
- DTXSID40891550
- SCHEMBL19553
- LMPK12020004
- (2R,3R)-2-(3,4,5-trihydroxyphenyl)chromane-3,5,7-triol
- (-)-cis-3,3',4',5,5',7-Hexahydroxyflavan
- 2H-1-Benzopyran-3,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R-cis)-
- DB03823
- (-)-EPIGALLOCATECHIN(EGC) (CONSTITUENT OF POWDERED DECAFFEINATED GREEN TEA EXTRACT)
- XMOCLSLCDHWDHP-IUODEOHRSA-N
- NCGC00179131-02
- MFCD00075939
- (3,3',4',5,5',7-Hexahydroxyflavan)
- rel-(2R,3R)-2-(3,4,5-Trihydroxyphenyl)chromane-3,5,7-triol
- 188819-07-0
- (-)-Epigallocatechin
-
- MDL: MFCD00075939
- Inchi: 1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
- InChI Key: XMOCLSLCDHWDHP-IUODEOHRSA-N
- SMILES: O[C@@H]1CC2C(=CC(=CC=2O[C@@H]1C1C=C(O)C(O)=C(O)C=1)O)O
Computed Properties
- Exact Mass: 306.07400
- Monoisotopic Mass: 306.07395278 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 6
- Hydrogen Bond Acceptor Count: 7
- Heavy Atom Count: 22
- Rotatable Bond Count: 1
- Complexity: 380
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 0
- Topological Polar Surface Area: 131
- Surface Charge: 0
- Tautomer Count: 99
- Molecular Weight: 306.27
Experimental Properties
- Color/Form: Powder
- Density: 1.6950
- Melting Point: 208-210 oC
- Boiling Point: 685.63°C/760mmHg
- Flash Point: 368.5 °C
- Refractive Index: 1.78
- Solubility: 1.545e+004 mg/L @ 25 °C (est)
- Stability/Shelf Life: Stable. Incompatible with strong oxidizing agents.
- PSA: 130.61000
- LogP: 1.25170
- Specific Rotation: -50 o (c=0.04, EtOH)
- λmax: 278(MeOH)(lit.)
- Solubility: Not determined
- Sensitiveness: Sensitive to heat
(-)-Epigallocatechin Security Information
- Signal Word:warning
- Hazard Statement: H302-H315-H319-H335
-
Warning Statement:
P264Thoroughly clean after treatment
P280Wear protective gloves/Wear protective clothing/Wear protective goggles/Wear a protective mask
P305If it enters the eyes
P351Rinse carefully with water for a few minutes
P338Remove the contact lens(If any)And easy to operate,Continue flushing
P337If eye irritation persists
P313Obtain medical advice/care - Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Safety Instruction: 24/25
- FLUKA BRAND F CODES:3-10
- RTECS:KB5100000
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
(-)-Epigallocatechin Customs Data
- HS CODE:2932999099
- Customs Data:
China Customs Code:
2932999099Overview:
2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%
Declaration elements:
Product Name, component content, use to
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%
(-)-Epigallocatechin Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| MedChemExpress | HY-N0225-10mM*1mLinDMSO |
(-)-Epigallocatechin |
970-74-1 | 98.01% | 10mM*1mLinDMSO |
¥610 | 2023-07-11 | |
| MedChemExpress | HY-N0225-5mg |
(-)-Epigallocatechin |
970-74-1 | 99.66% | 5mg |
¥343 | 2025-04-15 | |
| MedChemExpress | HY-N0225-10mg |
(-)-Epigallocatechin |
970-74-1 | 99.66% | 10mg |
¥550 | 2025-04-15 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | E100889-20mg |
(-)-Epigallocatechin |
970-74-1 | ,≥98% | 20mg |
¥513.90 | 2023-09-03 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | BZP0161-20mg |
(-)-Epigallocatechin |
970-74-1 | HPLC≥98% | 20mg |
¥160元 | 2023-09-15 | |
| ChemFaces | CFN97549-20mg |
(-)-Epigallocatechin(EGC) |
970-74-1 | >=98% | 20mg |
$40 | 2021-07-22 | |
| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | E1084-50MG |
(-)-Epigallocatechin |
970-74-1 | >98.0%(GC) | 50mg |
¥310.00 | 2024-04-15 | |
| Chemenu | CM162790-10mg |
(2R,3R)-2-(3,4,5-trihydroxyphenyl)chromane-3,5,7-triol |
970-74-1 | 98% | 10mg |
$117 | 2021-06-17 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R002393-1g |
(-)-Epigallocatechin |
970-74-1 | 98% | 1g |
¥379 | 2024-07-19 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R002393-250mg |
(-)-Epigallocatechin |
970-74-1 | 98% | 250mg |
¥144 | 2024-07-19 |
(-)-Epigallocatechin Production Method
Production Method 1
Production Method 2
Production Method 3
- Cytosine deaminase modulators for enhancement of dna transfection, United States, , ,
Production Method 4
- Process for the preparation of polyphenol compound, World Intellectual Property Organization, , ,
Production Method 5
Production Method 6
Production Method 7
Production Method 8
- General synthesis of epi-series catechins and their 3-gallates: reverse polarity strategyOhmori, Ken; Yano, Takahisa; Suzuki, Keisuke, Organic & Biomolecular Chemistry, 2010, 8(12), 2693-2696
Production Method 9
- Stereoselective preparation of flavan derivatives, Japan, , ,
Production Method 10
- Enantioselective total syntheses of (+)-gallocatechin, (-)-epigallocatechin, and (-)-8-C-ascorbylepigallocatechinLin, Guang; Chang, Le; Liu, Yongxiang; Xiang, Zheng; Chen, Jiahua; et al, Chemistry - An Asian Journal, 2013, 8(4), 700-704
Production Method 11
- Prodelphinidins from Ribes nigrumTits, M.; Angenot, L.; Poukens, P.; Warin, R.; Dierckxsens, Y., Phytochemistry, 1992, 31(3), 971-3
Production Method 12
- Method for preparing oligomer-containing procyanidin from lychee extract, China, , ,
Production Method 13
- Novel process for synthesis of polyphenols, United States, , ,
Production Method 14
- Preparation method of materials having nitric oxide (NO) catalytic activity, China, , ,
Production Method 15
- Cytosine deaminase modulators for enhancement of DNA transfection, World Intellectual Property Organization, , ,
Production Method 16
- Aminoglycosylation can enhance the G-quadruplex binding activity of epigallocatechinBai, Li-Ping; Ho, Hing-Man; Ma, Dik-Lung; Yang, Hui; Fu, Wai-Chung; et al, PLoS One, 2013, 8(1),
Production Method 17
- Methods of separating catechins from green tea leaves, World Intellectual Property Organization, , ,
Production Method 18
- Inhibitory effects of 3-O-acyl-(+)-catechins on epstein-barr virus activationUesato, Shinichi; Taniuchi, Keisuke; Kumagai, Ayako; Nagaoka, Yasuo; Seto, Ryota; et al, Chemical & Pharmaceutical Bulletin, 2003, 51(12), 1448-1450
Production Method 19
- Enzymatic conversion of epigallocatechin gallate to epigallocatechin with an inducible hydrolase from Aspergillus nigerZhong, Kun; Zhao, Sheng-Yin; Jonsson, Leif J.; Hong, Feng, Biocatalysis and Biotransformation, 2008, 26(4), 306-312
Production Method 20
- Stereoselective oxidation at C-4 of flavans by the endophytic fungus Diaporthe sp. isolated from a tea plantAgusta, Andria; Maehara, Shoji; Ohashi, Kazuyoshi; Simanjuntak, Partomuan; Shibuya, Hirotaka, Chemical & Pharmaceutical Bulletin, 2005, 53(12), 1565-1569
(-)-Epigallocatechin Raw materials
- Eriodictyol
- (-)-Epigallocatechin gallate
- 2H-1-Benzopyran-3-ol,3,4-dihydro-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-, (2R,3R)-
- Prodelphinidin B4
- Propanoic acid, 2,2-dimethyl-, 1,1',1''-[5-[(2R,3R)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl]-1,2,3-benzenetriyl] ester
(-)-Epigallocatechin Preparation Products
(-)-Epigallocatechin Suppliers
(-)-Epigallocatechin Related Literature
-
Siquan Zhang,Shengyao Wang,Liping Guo,Hao Chen,Bien Tan,Shangbin Jin J. Mater. Chem. C, 2020,8, 192-200
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J. M. Granadino-Roldán,M. Fernández-Gómez,A. Navarro,T. Pe?a Ruiz,U. A. Jayasooriya Phys. Chem. Chem. Phys., 2004,6, 1133-1143
-
Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
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Eunice Y.-L. Hui,Bhimsen Rout,Yaw Sing Tan,Kok-Ping Chan,Charles W. Johannes Org. Biomol. Chem., 2018,16, 389-392
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5. An all-solid-state imprinted polymer-based potentiometric sensor for determination of bisphenol S?Rongning Liang,Tanji Yin,Ruiqing Yao,Wei Qin RSC Adv., 2016,6, 73308-73312
Additional information on (-)-Epigallocatechin
Professional Introduction to Compound with CAS No. 970-74-1 and Product Name: (-)-Epigallocatechin
(-)-Epigallocatechin (CAS No. 970-74-1) is a naturally occurring flavonoid derivative that has garnered significant attention in the field of pharmaceutical and biochemical research due to its remarkable biological activities. As a key polyphenolic compound, it is primarily found in green tea leaves, where it exists alongside its epimer epigallocatechin gallate (EGCG), which is even more extensively studied for its antioxidant and anticancer properties. The molecular structure of (-)-Epigallocatechin consists of a flavan-3-ol backbone, characterized by a catechol (dihydroxybenzene) ring system, which contributes to its potent pharmacological effects.
The chemical formula of (-)-Epigallocatechin is C15H10O6, and its molecular weight is approximately 286.24 g/mol. This compound exhibits a high degree of stability under various physiological conditions, making it an attractive candidate for therapeutic applications. Its solubility in water and organic solvents further enhances its bioavailability and potential for formulation into diverse pharmaceutical products.
In recent years, extensive research has been conducted to elucidate the mechanisms by which (-)-Epigallocatechin exerts its biological effects. One of the most well-documented functions of this compound is its potent antioxidant activity. Oxidative stress, a hallmark of numerous pathological conditions including aging, inflammation, and cancer, can be mitigated by the scavenging of reactive oxygen species (ROS) by (-)-Epigallocatechin. This antioxidant property has been demonstrated in vitro and in vivo studies, where it has shown the ability to protect cells from oxidative damage induced by various stressors.
Beyond its antioxidant capabilities, (-)-Epigallocatechin has been implicated in modulating various cellular signaling pathways that are relevant to human health and disease. For instance, studies have highlighted its role in inhibiting the activation of kinases such as Akt and Erk, which are involved in cell proliferation and survival. Additionally, (-)-Epigallocatechin has been shown to induce apoptosis in cancer cells by activating caspase-dependent pathways, thereby suppressing tumor growth.
The anti-inflammatory effects of (-)-Epigallocatechin have also been extensively investigated. Chronic inflammation is a key driver of many chronic diseases, including cardiovascular disorders, diabetes, and neurodegenerative conditions. Preclinical studies have demonstrated that (-)-Epigallocatechin can attenuate inflammation by inhibiting the production of pro-inflammatory cytokines such as TNF-α, IL-1β, and IL-6. Furthermore, it has been shown to modulate the expression of nuclear factor kappa B (NF-κB), a transcription factor that regulates the transcription of genes involved in inflammation.
In the realm of neuroprotection, emerging research suggests that (-)-Epigallocatechin may have potential benefits in preventing neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease. Its ability to cross the blood-brain barrier and exert protective effects on neurons has been observed in animal models. Specifically, it has been shown to reduce the formation of amyloid-beta plaques and tau tangles, which are hallmarks of Alzheimer's disease pathology. Additionally, (-)-Epigallocatechin may enhance synaptic plasticity and cognitive function by modulating neurotransmitter systems such as dopamine and serotonin.
The antimicrobial properties of (-)-Epigallocatechin have also attracted attention in recent years. This compound has demonstrated efficacy against a range of bacteria, fungi, and viruses by disrupting their cell membranes or inhibiting key metabolic pathways. Such properties make it a promising candidate for developing novel antimicrobial agents that could combat antibiotic-resistant strains.
In conclusion, the multifaceted biological activities of (-)-Epigallocatechin (CAS No. 970-74-1), coupled with its natural abundance in green tea leaves, make it an exceptionally valuable compound for further exploration in pharmaceutical research. Its potential applications span across various therapeutic areas including oncology, cardiology, neurology, and infectious diseases. As our understanding of its mechanisms of action continues to evolve through rigorous scientific investigation, it is anticipated that new therapeutic strategies incorporating this compound will be developed in the near future.
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