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Chemical Structure| 4233-96-9 Chemical Structure| 4233-96-9

Structure of (-)-Gallocatechin gallate
CAS No.: 4233-96-9

Chemical Structure| 4233-96-9

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(-)-Gallocatechin gallate is a polyphenol in tea, with anticancer effects.

Synonyms: (-)-Gallocatechol gallate; (–)-GCG; CCRIS 9286

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Product Details of (-)-Gallocatechin gallate

CAS No. :4233-96-9
Formula : C22H18O11
M.W : 458.37
SMILES Code : O=C(O[C@H]1[C@H](C2=CC(O)=C(O)C(O)=C2)OC3=C(C(O)=CC(O)=C3)C1)C4=CC(O)=C(O)C(O)=C4
Synonyms :
(-)-Gallocatechol gallate; (–)-GCG; CCRIS 9286
MDL No. :MFCD00214298
InChI Key :WMBWREPUVVBILR-NQIIRXRSSA-N
Pubchem ID :199472

Safety of (-)-Gallocatechin gallate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
guard cell protoplasts 500 μM suppressed ABA-activated ICa channel currents Adv Sci (Weinh). 2022 Jul;9(21):e2201403
SW-480 human colorectal cancer cells 100 µM 48 h Evaluate the antiproliferative effects of (-)-Gallocatechin on SW-480 cells, showing similar inhibition effects as in HCT-116 cells. Nutrients. 2012 Nov 8;4(11):1679-91.
HCT-116 human colorectal cancer cells 100 µM 48 h Evaluate the antiproliferative effects of (-)-Gallocatechin on HCT-116 cells, showing 57.0% ± 3.9% inhibition at 100 µM. Nutrients. 2012 Nov 8;4(11):1679-91.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Arabidopsis Arabidopsis plants Leaf spray 500 μM Single treatment, measured after 3 hours Inhibited ABA-induced stomatal closure and leaf temperature increase Adv Sci (Weinh). 2022 Jul;9(21):e2201403
C57BLKsJ-db/db mice Metabolic syndrome-associated diabetic nephropathy model Oral gavage 100 mg/kg Once daily for 20 weeks To evaluate the efficacy of GCG in alleviating signs of MetS-associated DN in db/db mice. Results showed that GCG intervention significantly improved metabolic indicators and renal function, including reduced blood glucose, improved glucose and insulin homeostasis, regulated lipid profiles, lowered blood pressure, and enhanced renal health by modulating inflammatory and oxidative stress-related gene expression. Foods. 2024 Jun 3;13(11):1755

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.18mL

0.44mL

0.22mL

10.91mL

2.18mL

1.09mL

21.82mL

4.36mL

2.18mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2
 

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