A CD38 inhibitor
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Metabolite(s)
28743Peonidin 3-O-glucoside (chloride)
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Cyanidin 3-O-glucoside (chloride)

Item No. 16406

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium, monochloride
CAS Number
7084-24-4
Synonyms
  • Chrysontemin
  • Cyanidin 3-O-β-glucopyranoside
  • Kuromanin
Molecular Formula
C21H21O11 • Cl
Formula Weight
484.8
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.1 mg/mlDMSO: 5 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
OC(C=C1O)=CC2=C1C=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C(C4=CC=C(O)C(O)=C4)=[O+]2.[Cl-]
InChi Code
InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17-,18+,19-,21-;/m1./s1
InChi Key
YTMNONATNXDQJF-UBNZBFALSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $90

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    1 mg

    $158

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    5 mg

    $696

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    Product Description

    Cyanidin 3-O-glucoside is a natural anthocyanin found in the fruits of some plants.1 Technically known as cyanidin 3-O-β-glucopyranoside, this polyphenolic compound scavenges superoxide anion radicals (IC50 = 69 µM) and protects neurons from oxidative stress.1,2 Also, cyanidin 3-O-glucoside inhibits the ADP-ribosyl cyclase CD38 (IC50 = 6.3 µM), preventing the metabolism of NAD+ and NADP+.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, M.Y., Iwai, K., Onodera, A., et al. Identification and antiradical properties of anthocyanins in fruits of Viburnum dilatatum thunb. J. Agric. Food Chem. 51(21), 6173-6177 (2003).

    2. Kelsey, N., Hulick, W., Winter, A., et al. Neuroprotective effects of anthocyanins on apoptosis induced by mitochondrial oxidative stress. Nutr. Neurosci. 14(6), 249-259 (2011).

    3. Kellenberger, E., Kuhn, I., Schuber, F., et al. Flavonoids as inhibitors of human CD38. Bioorg. Med. Chem. Lett. 21(13), 3939-3942 (2011).

    4. Al-Abady, Z.N., Durante, B., Moody, A.J., et al. Large changes in NAD levels associated with CD38 expression during HL-60 cell differentiation. Biochem. Biophys. Res. Commun. 442(1-2), 51-55 (2013).