A natural anthocyanin
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Oenin

Item No. 16092

Technical Information
Formal Name
3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium, monochloride
CAS Number
7228-78-6
Synonyms
  • Malvidin-3-O-glucoside
  • NSC 70532
Molecular Formula
C23H25O12 • Cl
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
280, 354, 547 nm
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(OC)=C(O)C(OC)=C4)=[O+]2.[Cl-]
InChi Code
InChI=1S/C23H24O12.ClH/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23;/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27);1H/t17-,19-,20+,21-,23-;/m1./s1
InChi Key
YDIKCZBMBPOGFT-DIONPBRTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Oenin is a natural anthocyanin found in plants. It is the 3-glucoside of malvidin, an O-methylated anthocyanidin. Oenin has neuroprotective effects, reducing amyloid β-induced cytotoxicity and diminishing reactive oxygen species production in Neuro-2A cells when applied at 50 µM.1 Oenin, at 30 µM, also stimulates autophagy in human osteosarcoma U2OS cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shih, P.H., Wu, C.H., Yeh, C.T., et alProtective effects of anthocyanins against amyloid β-peptide-induced damage in neuro-2A cells. J. Agric. Food Chem. 59(5), 1683-1689 (2011).

    2. Pietrocola, F., Mariño, G., Lissa, D., et alPro-autophagic polyphenols reduce the acetylation of cytoplasmic proteins. Cell Cycle 11(20), 3851-3860 (2012).