A polyphenol with diverse biological activities
Related Products
Isomer(s)
70935(−)-Epigallocatechin Gallate
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

(−)-Gallocatechin Gallate

Item No. 24962

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4,5-trihydroxy-benzoic acid, (2S,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
CAS Number
4233-96-9
Synonyms
  • (–)-GCG
  • NVP-XAA225
Molecular Formula
C22H18O11
Formula Weight
458.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.3 mg/ml
λmax
211, 275 nm
SMILES
OC1=CC([C@H]2[C@H](OC(C3=CC(O)=C(O)C(O)=C3)=O)CC4=C(O)C=C(O)C=C4O2)=CC(O)=C1O
InChi Code
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
InChi Key
WMBWREPUVVBILR-NQIIRXRSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $41

    Add

    5 mg

    $167

    Add

    10 mg

    $293

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    (–)-Gallocatechin gallate ((–)-GCG) is a catechin polyphenol that has been found in oolong tea stems and green tea extracts with diverse biological activities.1,2,3,4,5 It inhibits histamine release from anti-egg albumin (EA) IgE antibody-sensitized rat peritoneal mast cells when used at concentrations ranging from 0.1 to 1 mg/ml.1 (–)-GCG reduces proliferation of MDA-MB-231 breast cancer cells (IC50 = 22 μg/ml) and human umbilical vein endothelial cells (HUVECs) in a concentration-dependent manner.2 It also inhibits human placental aromatase activity (IC50 = 15 μM).3 (–)-GCG is lytic against T. cruzi amastigotes, with a 50% bactericidal concentration (MBC50) value of 0.12 pM.4 It also decreases RAW 264.7 osteoclastogenesis when used at a concentration of 20 μM.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ohmori, Y., Ito, M., Kishi, M., et al. Antiallergic constituents from oolong tea stem. Biol. Pharm. Bull. 18(5), 683-686 (1995).

    2. Sartippour, M.R., Heber, D., Ma, J., et al. Green tea and its catechins inhibit breast cancer xenografts. Nutr. Cancer 40(2), 149-156 (2001).

    3. Satoh, K., Sakamoto, Y., Ogata, A., et al. Inhibition of aromatase activity by green tea extract catechins and their endocrinological effects of oral administration in rats. Food Chem. Toxicol. 40(7), 925-933 (2002).

    4. Paveto, C., Güida, M.C., Esteva, M.I., et al. Anti-Trypanosoma cruzi activity of green tea (Camellia sinensis) catechins. Antimicrob. Agents Chemother. 48(1), 69-74 (2004).

    5. Ko, C.H., Lau, K.M., Choy, W.Y., et al. Effects of tea catechins, epigallocatechin, gallocatechin, and gallocatechin gallate, on bone metabolism. J. Agric. Food Chem. 57(16), 7293-7297 (2009).