An antioxidant
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trans-Clovamide

Item No. 16138

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-3-hydroxy-L-tyrosine
CAS Number
53755-02-5
Synonyms
  • N-[3',4'-Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine
  • N-trans-Caffeoyl-L-DOPA
Molecular Formula
C18H17NO7
Formula Weight
359.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 0.3 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
219, 290, 324 nm
SMILES
OC1=CC=C(/C=C/C(N[C@H](C(O)=O)CC2=CC=C(O)C(O)=C2)=O)C=C1O
InChi Code
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
InChi Key
GPZFXSWMDFBRGS-UXONFWTHSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $105

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    10 mg

    $189

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    25 mg

    $363

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    50 mg

    $466

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    Product Description

    trans-Clovamide is a naturally occurring caffeoyl conjugate identified in the antioxidant polyphenolic fraction of cocoa (T. cacao L.).1 It has antioxidant and antiradical properties and has shown neuroprotective effects (EC50s = 0.9-3.7 µM) in several in vitro models of neuronal death.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Alemanno, L., Ramos, T., Gargagenec, A., et al. Localization and identification of phenolic compounds in Theobroma cacao L. somatic embryogenesis. Ann. Bot. 92(4), 613-623 (2003).

    2. Fallarini, S., Miglio, G., Paoletti, T., et al. Clovamide and rosmarinic acid induce neuroprotective effects in in vitro models of neuronal death. Br. J. Pharmacol. 157(6), 1072-1084 (2009).