A phenylethanoid glycoside with diverse biological activities
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2'-Acetylacteoside

Item No. 36511

Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside, 2-acetate 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]
CAS Number
94492-24-7
Molecular Formula
C31H38O16
Formula Weight
Purity
≥98%
A solid
Methanol: Soluble
λmax
220, 335 nm
SMILES
CC(O[C@@H]([C@@H](O[C@@H]([C@H]1OC(/C=C/C2=CC(O)=C(C=C2)O)=O)CO)OCCC3=CC(O)=C(C=C3)O)[C@H]1O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)=O
InChi Code
InChI=1S/C31H38O16/c1-14-24(39)25(40)26(41)30(43-14)47-28-27(46-23(38)8-5-16-3-6-18(34)20(36)11-16)22(13-32)45-31(29(28)44-15(2)33)42-10-9-17-4-7-19(35)21(37)12-17/h3-8,11-12,14,22,24-32,34-37,39-41H,9-10,13H2,1-2H3/b8-5+/t14-,22+,24-,25+,26+,27+,28-,29+,30-,31+/m0/s1
InChi Key
ALERZNQPBWWLMW-OMRKUVHCSA-N
Origin
Plant/Cistanche deserticola
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2'-Acetylacteoside is a phenylethanoid glycoside that has been found in C. deserticola and has diverse biological activities.1,2,3,4,5 It selectively inhibits aldose reductase over maltase and sucrase (IC50s = 0.071, >300, and 277 µM, respectively, for the rat enzymes).1 2'-Acetylacteoside scavenges superoxide radicals in a cell-free assay and inhibits hemolysis induced by AAPH (Item No. 82235) in isolated rat red blood cells in a concentration-dependent manner.2 It decreases glutamate-induced cytotoxicity in primary rat cortical neurons when used at concentrations of 0.1, 1, and 10 µM and protects primary mouse hepatocytes against D-galactosamine-induced cytotoxicity (IC50 = 4.8 µg/ml).3,4 2'-Acetylacteoside (10-40 mg/kg) prevents decreases in bone strength in ovariectomized mice.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morikawa, T., Ninomiya, K., Imamura, M., et alAcylated phenylethanoid glycosides, echinacoside and acteoside from Cistanche tubulosa, improve glucose tolerance in mice. J. Nat. Med. 68(3), 561-566 (2014).

    2. He, Z.-D., Lau, K.-M., Xu, H.-X., et alAntioxidant activity of phenylethanoid glycosides from Brandisia hancei. J. Ethnopharmacol. 71(3), 483-486 (2000).

    3. Koo, K.A., Sung, S.H., Park, J.H., et alIn vitro neuroprotective activities of phenylethanoid glycosides from Callicarpa dichotoma. Planta Med. 71(8), 778-780 (2005).

    4. Morikawa, T., Pan, Y., Ninomiya, K., et alAcylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosa. Bioorg. Med. Chem. 18(5), 1882-1890 (2010).

    5. Li, Y., Li, N., Zhao, X., et alBeneficial effect of 2'-acetylacteoside on ovariectomized mice via modulating the function of bone resorption. Biomed. Pharmacother. 131, 110747 (2020).