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(-)-Gallocatechin gallate - analytical standard, high purity , CAS No.4233-96-9
Basic Description
Synonyms
(-)-Gallocatechin 3-O-gallate | CCRIS 9286 | (-)-Gallocatechin gallate | Q27166763 | AKOS015901852 | NVP-XAA 225 | A844803 | (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate | IRW3C4Y31Q | UNII-IRW3C4Y3
Specifications & Purity
analytical standard, Moligand™
Storage Temp
Store at 2-8°C,Protected from light,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
analytical standard, Moligand™
Product Description
An antioxidant
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Phenylpropanoids and polyketides
Class
Flavonoids
Subclass
Flavans
Intermediate Tree Nodes
Flavan-3-ols - Catechins
Direct Parent
Catechin gallates
Alternative Parents
Epigallocatechins 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Galloyl esters p-Hydroxybenzoic acid alkyl esters m-Hydroxybenzoic acid esters 1-benzopyrans Pyrogallols and derivatives Benzoyl derivatives Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Carboxylic acid esters Monocarboxylic acids and derivatives Oxacyclic compounds Polyols Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Catechin gallate - Epigallocatechin - 3'-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Hydroxyflavonoid - Galloyl ester - Gallic acid or derivatives - P-hydroxybenzoic acid alkyl ester - M-hydroxybenzoic acid ester - P-hydroxybenzoic acid ester - Benzoate ester - Chromane - Benzopyran - 1-benzopyran - Pyrogallol derivative - Benzenetriol - Benzoic acid or derivatives - Benzoyl - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Carboxylic acid ester - Carboxylic acid derivative - Polyol - Oxacycle - Ether - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
[(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
INCHI
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
InChIKey
WMBWREPUVVBILR-NQIIRXRSSA-N
Smiles
C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
Isomeric SMILES
C1[C@H]([C@@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
WGK Germany
3
RTECS
DH9000000
Molecular Weight
458.37
Reaxy-Rn
375093
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=375093&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
light & Moisture & air sensitive
Melt Point(°C)
218 °C
Molecular Weight
458.400 g/mol
XLogP3
1.200
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
4
Exact Mass
458.085 Da
Monoisotopic Mass
458.085 Da
Topological Polar Surface Area
197.000 Ų
Heavy Atom Count
33
Formal Charge
0
Complexity
667.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
2
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Yating Guo, Yili Shen, Boya Hu, Huichun Ye, Haowei Guo, Qiang Chu, Ping Chen.
(2023)
Decoding the Chemical Signatures and Sensory Profiles of Enshi Yulu: Insights from Diverse Tea Cultivars. Plants-Basel,
12
(21):
(3707).
2.
Ming-Xi Zhou, Xing Tian, Zhong-Qin Wu, Ke Li, Zong-Jun Li.
(2021)
Fuzhuan brick tea supplemented with areca nuts: Effects on serum and gut microbiota in mice. JOURNAL OF FOOD BIOCHEMISTRY,
45
(5):
(e13737).
3.
Yu-Meng Zhu, Jun-Jie Dong, Jing Jin, Jin-Hua Liu, Xin-Qiang Zheng, Jian-Liang Lu, Yue-Rong Liang, Jian-Hui Ye.
(2021)
Roasting process shaping the chemical profile of roasted green tea and the association with aroma features. FOOD CHEMISTRY,
353
(129428).
4.
Huanhuan Xu, Titi Liu, Jing Xu, Jin Li, Fei Chen, Zemin Xiang, Yewei Huang, Dongying Zhang, Lihong Hu, Banglei Zhang, Chengting Zi, Xuanjun Wang, Jun Sheng.
(2019)
Interactions between β-cyclodextrin and tea catechins, and potential anti-osteoclastogenesis activity of the (−)-epigallocatechin-3-gallate–β-cyclodextrin complex. RSC Advances,
9
(48):
(28006-28018).
5.
Meng Shi, Ying Nie, Xin-Qiang Zheng, Jian-Liang Lu, Yue-Rong Liang, Jian-Hui Ye.
(2016)
Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions. MOLECULES,
21
(10):
(1345).
6.
Fang-Yuan Fan, Meng Shi, Ying Nie, Yue Zhao, Jian-Hui Ye, Yue-Rong Liang.
(2016)
Differential behaviors of tea catechins under thermal processing: Formation of non-enzymatic oligomers. FOOD CHEMISTRY,
196
(347).
7.
Liu, et al..
(2020)
Rapid Screening ?-Glucosidase Inhibitors from Natural Products by At-Line Nanofractionation with Parallel Mass Spectrometry and Bioactivity Assessment.. Journal of Chromatography A,
1635
(461740-461740).
8.
Songyan Huang, Lingling Tao, Linlin Xu, Mingtao Shu, Dahe Qiao, Huilin Wen, Hui Xie, Hongrong Chen, Shengrui Liu, Deyu Xie, Chaoling Wei, Junyan Zhu.
(2024)
Discrepancy on the flavor compound affect the quality of Taiping Houkui tea from different production regions. Food Chemistry-X,
23
(101547).
9.
Zhenfeng Xie, Yi Wu.
(2024)
Enhancing (−)-epigallocatechin gallate thermal stability in emulsified oil droplets: Designing a thermal insulation interface for O/W emulsion. JOURNAL OF FOOD ENGINEERING,
375
(112065).
10.
Yating Guo, Yani Pan, Xinyu Feng, Haowei Guo, Liping Liu, Kexin Zhang, Haojun Xie, Binkai Zhu, Shuying Gong, Qiang Chu, Hua Fang, Ping Chen.
(2025)
Reshaped local microbiology metabolism by raw tea according to pile fermentation in the dark tea. Journal of Advanced Research,
11.
Haozhen Li, Shuyao Wang, Xiaohua Zhang, Kangkang Song, Long Yang.
(2025)
Revealing novel insights into the improvement of greenhouse tea quality through exogenous substance interventions using targeted and untargeted metabolomics and microbial community analyses. Food Chemistry-X,
27
(102410).
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11 Citations
E2521351