An internal standard for the quantification of (+)-catechin
Related Products
Unlabeled Version(s)
70940(+)-Catechin (hydrate)
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(+)-Catechin-d4

Item No. 46318

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S)-2-(3,4-dihydroxyphenyl)chromane-4,4,6,8-d4-3,5,7-triol
Synonyms
  • D-(+)-Catechin-d4
  • Catechuic Acid-d4
  • Cyanidol-d4
Molecular Formula
C15H10D4O6
Formula Weight
294.3
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly SolubleWater: Slightly Soluble
SMILES
O[C@@H]1[C@@H](C2=CC(O)=C(C=C2)O)OC3=C([2H])C(O)=C([2H])C(O)=C3C1([2H])[2H]
InChi Code
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/t13-,15+/m0/s1/i4D,5D,6D2
InChi Key
PFTAWBLQPZVEMU-WFILSIFPSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $275

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    Product Description

    (+)-Catechin-d4 is intended for use as an internal standard for the quantification of (+)-catechin (Item No. 70940) by GC- or LC-MS. (+)-Catechin is a polyketide synthase-derived polyphenolic flavonoid that has been found in V. vinifera and has diverse biological activities.1,2,3,4 It inhibits COX-1 (IC50 = 1.4 µM) and lipid peroxidation induced by AAPH (Item No. 82235) when used at a concentration of 20 µM.2,3 (+)-Catechin inhibits the proliferation of MCF-7, T47D, and MDA-MB-231 breast cancer cells (IC50s = 0.4, 0.1, and 9.3 pM, respectively) and the binding of estradiol to the estrogen receptor (ER) and progesterone receptor (PR) in MCF-7 cells (IC50s = 22.2 and 38.3 pM, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tauchen, J., Huml, L., Rimpelova, S., et al. Flavonoids and related members of the aromatic polyketide group in human health and disease: Do they really work? Molecules 25(17), 3846 (2020).

    2. Waffo-Téguo, P., Hawthorne, M.E., Cuendet, M., et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr. Cancer 40(2), 173-179 (2001).

    3. Frémont, L., Belguendouz, L., and Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci. 64(26), 2511-2521 (1999).

    4. Damianaki, A., Bakogeorgou, E., Kampa, M., et al. Potent inhibitory action of red wine polyphenols on human breast cancer cells. J. Cell. Biochem. 78(3), 429-441 (2000).