Page last updated: 2024-12-08

(2R,3S)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-ol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

(2R,3S)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-ol, often referred to by its abbreviated name **(+)-Catechin**, is a **flavonoid**, specifically a **flavan-3-ol**. It's a naturally occurring compound found in various plants, particularly in tea, grapes, and apples.

Here's why it's important for research:

* **Antioxidant Properties:** (+)-Catechin is a potent antioxidant. It can scavenge free radicals and protect cells from oxidative stress, which is implicated in various diseases like cancer, heart disease, and neurodegenerative disorders.
* **Anti-Inflammatory Effects:** Research suggests that (+)-Catechin has anti-inflammatory properties. It can inhibit the production of inflammatory mediators, potentially reducing inflammation and associated pain.
* **Cardiovascular Health:** Studies have shown that (+)-Catechin may contribute to cardiovascular health by improving blood vessel function, lowering blood pressure, and reducing LDL cholesterol levels.
* **Cancer Prevention:** There's evidence suggesting that (+)-Catechin may have anticancer effects. It can inhibit the growth and spread of cancer cells in various types of cancer.
* **Neuroprotective Potential:** Research indicates that (+)-Catechin may have neuroprotective properties. It can protect neurons from damage and potentially improve cognitive function.

**Research on (+)-Catechin focuses on:**

* Understanding its mechanisms of action and how it interacts with biological systems.
* Developing new therapies based on (+)-Catechin's properties for various health conditions.
* Exploring its potential as a natural dietary supplement for promoting health and well-being.

It's important to note that while the research on (+)-Catechin is promising, more studies are needed to confirm its effectiveness and safety for various applications.

Cross-References

ID SourceID
PubMed CID182659
CHEMBL ID3039226
CHEBI ID114199
SCHEMBL ID12632524

Synonyms (33)

Synonym
KBIO1_001313
DIVK1C_006369
SDCCGMLS-0066490.P001
SPECTRUM_000310
BSPBIO_001634
NCGC00179132-01
SPECTRUM5_000076
KBIO2_003358
KBIO2_000790
KBIO2_005926
KBIOSS_000790
KBIO3_001134
KBIOGR_001976
SPECPLUS_000273
SPECTRUM2_000164
SPBIO_000027
SPECTRUM3_000247
SPECTRUM4_001538
SPECTRUM210220
CHEBI:114199
51079-25-5
(+)-catechin tetramethyl ether
3',4',5,7-tetra-o-methyl-(+)-catechin
CCG-40008
CHEMBL3039226
catechin tetramethylether
SCHEMBL12632524
2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3-chromanol #
2h-1-benzopyran-3-ol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-5,7-dimethoxy-, (2r-trans)-
Q27195361
(2r,3s)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-ol
(2r,3s)-5,7,3',4'-tetrakis(methyloxy)flavan-3-ol
BRD-K74727418-001-03-4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
catechinMembers of the class of hydroxyflavan that have a flavan-3-ol skeleton and its substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1103076Bactericidal activity against Erwinia amylovora at 1.6 ug/ml after 24 hr by BacLight bacterial viability fluorescence assay2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1103081Antibacterial activity against Xanthomonas campestris pv. vesicatoria after 24 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103067Antifungal activity against Aspergillus niger at 25 ug/ml after 96 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103077Bactericidal activity against Pectobacterium carotovorum at 3.1 ug/ml after 24 hr by BacLight bacterial viability fluorescence assay2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103068Antifungal activity against Penicillium sp. at 25 ug/ml after 96 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1103074Antifungal activity against Trichoderma reesei at 12.5 to 25 ug/ml after 96 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103075Bactericidal activity against Pseudomonas fluorescens at 3.1 ug/ml after 24 hr by BacLight bacterial viability fluorescence assay2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103072Antifungal activity against Fusarium oxysporum at 12.5 to 25 ug/ml after 96 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103080Antibacterial activity against Erwinia amylovora after 24 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1813130Reversal of Pgp-mediated paclitaxel resistance in human LCC6MDR cells assessed as paclitaxel IC50 at 1 uM after 5 days by Cell Titer-Glo luminescence assay (Rvb = 152.5 +/- 9.7 uM)2021European journal of medicinal chemistry, Dec-15, Volume: 226Synthesis and evaluation of stereoisomers of methylated catechin and epigallocatechin derivatives on modulating P-glycoprotein-mediated multidrug resistance in cancers.
AID1813131Reversal of Pgp-mediated paclitaxel resistance in human LCC6MDR cells assessed as relative fold by measuring paclitaxel IC50 at 1 uM after 5 days by Cell Titer-Glo luminescence assay relative to control2021European journal of medicinal chemistry, Dec-15, Volume: 226Synthesis and evaluation of stereoisomers of methylated catechin and epigallocatechin derivatives on modulating P-glycoprotein-mediated multidrug resistance in cancers.
AID1103078Bactericidal activity against Xanthomonas euvesicatoria at 6.3 ug/ml after 24 hr by BacLight bacterial viability fluorescence assay2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103070Antifungal activity against Penicillium sp. at 12.5 to 25 ug/ml after 96 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103079Antibacterial activity against Pectobacterium carotovorum after 24 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103073Antifungal activity against Hypocrea rufa at 12.5 to 25 ug/ml after 96 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103082Antibacterial activity against Pseudomonas fluorescens after 24 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1103071Antifungal activity against Aspergillus niger at 12.5 to 25 ug/ml after 96 hr by spectrophotometry2004Journal of agricultural and food chemistry, Mar-10, Volume: 52, Issue:5
Phytotoxic and antimicrobial activities of catechin derivatives.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's3 (60.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.20

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.20 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.99 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.20)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]