Natural vasorelaxant and inhibitor of EGFRs and HATs
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Delphinidin (chloride)

Item No. 11012

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium, chloride
CAS Number
528-53-0
Synonyms
  • Ephdine
Molecular Formula
C15H11O7 • Cl
Formula Weight
338.7
Purity
≥97%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
276, 345, 352, 559 nm
SMILES
OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C3=CC(O)=C(O)C(O)=C3.[Cl-]
InChi Code
InChI=1S/C15H10O7.ClH/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6;/h1-5H,(H5-,16,17,18,19,20,21);1H
InChi Key
FFNDMZIBVDSQFI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Delphinidin (chloride) is an anthocyanidin, a natural plant pigment which serves as the precursor of certain anthocyanins that provide the blue-red colors of flowers, fruits, and red wine.1 Delphinidin induces the release of nitric oxide by vascular endothelium, causing vasorelaxation.2 It also inhibits signaling through epithelial growth factor receptors, suppressing the expression of estrogen receptor α and inducing both apoptosis and autophagy at a dose of 1-40 μM.3,4 Delphinidin also inhibits the histone acetyltransferase activities of p300/CBP (IC50 = ~30 μM).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Holton, T.A., Brugliera, F., Lester, D.R., et al. Cloning and expression of cytochrome P450 genes controlling flower colour. Nature 366(6452), 276-279 (1993).

    2. Andriambeloson, E., Magnier, C., Haan-Archipoff, G., et al. Natural dietary polyphenolic compounds cause endothelium-dependent vasorelaxation in rat thoracic aorta. J. Nutr. 128(12), 2324-2333 (1998).

    3. Ozbay, T., and Nahta, R. Delphinidin inhibits HER2 and Erk1/2 signaling and suppresses growth of HER2-overexpressing and triple negative breast cancer cell lines. Breast Cancer (Auckl) 5, 143-154 (2011).

    4. Aiyer, H.S., Warri, A.M., Woode, D.R., et al. Influence of berry polyphenols on receptor signaling and cell-death pathways: Implications for breast cancer prevention. J. Agric. Food Chem. 60(23), 5693-5708 (2012).

    5. Seong, A.R., Yoo, J.Y., Choi, K.C., et al. Delphinidin, a specific inhibitor of histone acetyltransferase, suppresses inflammatory signaling via prevention of NF-κB acetylation in fibroblast-llike synoviocyte MH7A cells. Biochem. Biophys. Res. Commun. 18(1), 581-586 (2011).

    Product Citations

    Hüsunet, M.T., and İla, H.B. Invitro genotoxic and antigenotoxic effects of delphinidin chloride on human peripheral blood lymphocytes. Marmara Pharm. J. 22(2), 209-217 (2018).