A natural antioxidant with anti-atherosclerotic actions
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N-(p-Coumaroyl) Serotonin

Item No. 17797

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)-2-propenamide
CAS Number
68573-24-0
Synonyms
  • NSC 369503
Molecular Formula
C19H18N2O3
Formula Weight
322.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
λmax
212, 225, 294 nm
SMILES
OC1=CC=C(/C=C/C(NCCC2=CNC3=C2C=C(O)C=C3)=O)C=C1
InChi Code
InChI=1S/C19H18N2O3/c22-15-4-1-13(2-5-15)3-8-19(24)20-10-9-14-12-21-18-7-6-16(23)11-17(14)18/h1-8,11-12,21-23H,9-10H2,(H,20,24)/b8-3+
InChi Key
WLZPAFGVOWCVMG-FPYGCLRLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    N-(p-Coumaroyl) serotonin is an antioxidative phenolic naturally found in plants, including safflower seed and millet grain.1,2 It ameliorates atherosclerosis in vivo, reducing lesion area in mice and rabbits.1,3 N-(p-Coumaroyl) serotonin also suppresses inflammatory cytokine generation by human monocytes, augments fibroblast proliferation, and promotes relaxation of vascular smooth muscle cells in vitro.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Katsuda, S., Suzuki, K., Koyama, N., et al. Safflower seed polyphenols (N-(p-coumaroyl)serotonin and N-feruloylserotonin) ameliorate atherosclerosis and distensibility of the aortic wall in Kurosawa and Kusanagi-hypercholesterolemic (KHC) rabbits. Hypertens. Res. 32(11), 944-949 (2009).

    2. Watanabe, M. Antioxidative phenolic compounds from Japanese barnyard millet (Echinochloa utilis) grains. J. Agric. Food Chem. 47(11), 4500-4505 (1999).

    3. Koyama, N., Kuribayashi, K., Seki, T., et al. Serotonin derivatives, major safflower (Carthamus tinctorius L.) seed antioxidants, inhibit low-density lipoprotein (LDL) oxidation and atherosclerosis in apolipoprotein E-deficient mice. J. Agric. Food Chem. 54(14), 4970-4976 (2015).

    4. Kawashima, S., Hayashi, M., Takii, T., et al. Serotonin derivative, N-(p-coumaroyl) serotonin, inhibits the production of TNF-α, IL-1α, IL-1β, and IL-6 by endotoxin-stimulated human blood monocytes. J. Interferon Cytokine Res. 18(6), 423-428 (1998).

    5. Takii, T., Hayashi, M., Hiroma, H., et al. Serotonin derivative, N-(p-coumaroyl)serotonin, isolated from safflower (Carthamus tinctorius L.) oil cake augments the proliferation of normal human and mouse fibroblasts in synergy with basic fibroblast growth factor (bFGF) or epigermal growth factor (EGF). J. Biochem. 125(5), 910-915 (1999).

    6. Takimoto, T., Suzuki, K., Arisaka, H., et al. Effect of N-(p-coumaroyl)serotonin and N-feruloylserotonin, major anti-atherogenic polyphenols in safflower seed, on vasodilation, proliferation and migration of vascular smooth muscle cells. Mol. Nutr. Food Res. 55(10), 1561-1571 (2011).