Catechin hydrate - ≥98%, Mixture of chiral isomers , CAS No.7295-85-4

CAS: 7295-85-4 Cat. No.: C1492812 Molecular Weight: 290.27 (anhydrous basis) Beilstein Registry Number: 92762 EC Number: 230-731-2

GRADE & PURITY ≥98%, Mixture of chiral isomers

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

 Catechin is produced by Cutch tree and is abundantly found in tea leaves, grape seeds, vegetables and plant-based beverages. It is a plant-derived, polyphenolic anti-oxidant and acts as a plant secondary metabolite. 

Purpose

(±)-Catechin hydrate has been used: 

to study its modulatory effect on drug resistance in human ovarian cancer cells 

to construct the standard curve of total flavonoid content 

to study its effects on the physiological parameters of Solanum lycopersicum

Specifications

Specifications & Purity

≥98%, Mixture of chiral isomers

Biochemical and Physiological Mechanisms

Polyphenolic antioxidant. Used in traditional Chinese medicine. Catechins are a plant derived polyphenolic anti-oxidants with phytotoxic properties. Racemic catechin may be used in studies on seed germination and plant invasiveness. Catechin and Epigalloc

Storage

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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: [H]O[H].O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• InChIKey: PFTAWBLQPZVEMU-UHFFFAOYSA-N
• INCHI: 1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2
• Isomeric SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O
• WGK Germany: 3
• Molecular Weight: 290.27 (anhydrous basis)
• Beilstein: 92762
• Reaxy-Rn: 6069926
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6069926&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavans
        • Level5 Flavan-3-ols
          • Level6 Catechins

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavans
• Intermediate Tree Nodes: Flavan-3-ols
• Direct Parent: Catechins
• Alternative Parents: 7-hydroxyflavonoids 5-hydroxyflavonoids 4'-hydroxyflavonoids 3-hydroxyflavonoids 3'-hydroxyflavonoids 1-benzopyrans Catechols Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Secondary alcohols Polyols Oxacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Catechin - 3'-hydroxyflavonoid - 3-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Hydroxyflavonoid - Chromane - Benzopyran - 1-benzopyran - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Benzenoid - Monocyclic benzene moiety - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Polyol - Ether - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as catechins. These are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol.
• External Descriptors: a 2,3-cis-flavan-3-ol

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.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Air & Light & Heat sensitive
• Molecular Weight: 290.270 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 290.079 Da
• Monoisotopic Mass: 290.079 Da
• Topological Polar Surface Area: 110.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 364.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Kailing Li, Zhi Duan, Jingyan Zhang, Hongchang Cui.  (2022)  Growth kinetics, metabolomics changes, and antioxidant activity of probiotics in fermented highland barley-based yogurt.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2022.114239]

2. Jieyu Wu, Rongfa Guan, Haizhi Huang, Zhenfeng Liu, Haitao Shen, Qile Xia.  (2019)  Effect of catechin liposomes on the nitrosamines and quality of traditional Chinese bacon.  Food & Function,  10  (2): (625-634).  [PMID:30648707] [10.1039/C8FO01677A]

3. Dunchao Wu, Yufei He, Juanshu Wen, Hongfa Zheng, Xi Zhao, Penghui Yu, Ni Zhong, Li Niu, Shi Li, Yong Lin, Hao Huang, Zhonghua Liu.  (2026)  Multidimensional Analysis Reveals the Flavor Quality Formation Mechanism During the Primary Pile Fermentation of Dark Tea.  Foods,  15  (2): (212).  [PMID:41596811] [10.3390/foods15020212]