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trans-Clovamide
- Optical Purity: Optically pure
- Soluble in water, DMSO and EtOH
- MF: C18H17NO7
- MW: 359.33
Description
trans-Clovamide is a naturally occurring caffeoyl conjugate and a potent antioxidant. trans-Clovamide is able to protect neurons from injury in three in vitro models of neuronal death: oxidative stress, excitotoxicity and OGD/reoxygenation. Moreover, trans-Clovamide is a powerful oxygen radical scavenger, partially contributed by its molecular catechol moieties. Also, trans-Clovamide is believed to exhibit preventive effects on Aβ aggregation.
More Information
| Parent CAS No. | 53755-02-5 |
|---|---|
| Chemical Name | (S,E)-3-(3,4-Dihydroxyphenyl)-2-(3-(3,4-dihydroxyphenyl)acrylamido)propanoic acid |
| SMILES | C1(O)C=C(/C=C/C(=O)N[C@H](C(=O)O)CC2C=CC(O)=C(O)C=2)C=CC=1O |&1:9,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3+/t12-/m0/s1 |
| InChiKey | GPZFXSWMDFBRGS-UXONFWTHSA-N |
| CID | 6506968 |
| Short Description | Antioxidant |
References
- S Fallarini et al. Clovamide and rosmarinic acid induce neuroprotective effects in in vitro models of neuronal death. Br J Pharmacol. 2009 Jul;157(6):1072-84.
- T Tsunoda et al. Structure-activity relationship of clovamide and its related compounds for the inhibition of amyloid β aggregation. Bioorg Med Chem. 2018 Jul 23;26(12):3202-3209.
- N Ye et al. Antioxidant studies by hydrodynamic voltammetry and DFT, quantitative analyses by HPLC-DAD of clovamide, a natural phenolic compound found in Theobroma Cacao L. beans. Food Chem. 2021 Mar 30;341(Pt 2):128260.
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