6-O-(E)-p-Hydroxy-cinnamoyl-glucose
6-O-(E)-p-Hydroxy-cinnamoyl-glucose is a phenylpropanoid glycoside isolated from Aristolochia manshuriensis Kom., acting as a free radical scavenger. 6-O-(E)-p-Hydroxy-cinnamoyl-glucose scavenges hydrated electrons, sulfate radical anions, and hydroxyl radicals by forming phenoxyl radicals at its conjugated carbonyl/keto group. 6-O-(E)-p-Hydroxy-cinnamoyl-glucose repairs oxidative DNA damage, DNA radical cations and anions, as well as deoxynucleotide radical cations (dAMP, dGMP, dCMP) and anions through electron transfer. 6-O-(E)-p-Hydroxy-cinnamoyl-glucose is useful for research on DNA damage-related diseases.
For research use only. We do not sell to patients.
- CAS No.: 114297-65-3
- Formula: C15H18O8
- Molecular Weight:326.30
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Description
In Vitro
6-O-(E)-p-Hydroxy-cinnamoyl-glucose (HCG) (0.1 mM) fast repairs the oxidative radical of poly C via an electron transfer reaction with a rate constant of 3.8 × 109 M−1·sec−1[2].
6-O-(E)-p-Hydroxy-cinnamoyl-glucose (0.1 mM) fast repairs the radical cations of ssDNA via an electron transfer reaction with a rate constant of 0.55 × 109 M−1·sec−1[2].
6-O-(E)-p-Hydroxy-cinnamoyl-glucose (0.06-2 mM) rapidly repairs dAMP, dGMP, and dCMP radical cations via one-electron transfer, with rate constants of 0.55 × 109 M-1 s-1, 0.64 × 109 M-1 s-1, and 2.23 × 109 M-1 s-1, respectively[3].
6-O-(E)-p-hydroxy-cinnamoyl-glycoside (P3) (0.02-0.1 mM) exhibits reactivity with hydroxyl radicals and DNA-base radicals, with rate constants of 1.03 × 109 M-1 s-1 for OH•, 0.64 × 109 M-1 s-1 for dGMP-OH•, and 2.34 × 108 M-1 s-1 for dAMP-OH•, and this activity is approximately half that of PPGs bearing two phenolic groups in the conjugated arm[5].
6-O-(E)-p-hydroxy-cinnamoyl-glucose (0.06 mM) rapidly repairs dAMP radical anions via electron transfer in aqueous solution, with a rate constant of 4.5 × 108 M-1 s-1[7].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 114297-65-3
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Molecular Weight 326.30
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Formula C15H18O8
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SMILES
C(=C/C(OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)=O)\C1=CC=C(O)C=C1
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)