N-feruloyl serotonin

2-propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (E)-

CAS: 193224-22-5 C20 H20 N2 O4 MW: 352.39020000

Identification

NameN-feruloyl serotonin
IUPAC(E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
CAS Number193224-22-5
FDA UNII2PP8322487
Molecular FormulaC20 H20 N2 O4
Molecular Weight352.39020000
Nikkaji NumberJ1.973.598B

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 198.1 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesskin protecting agents

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic ingredient for skin protecting
Recommendation for N-feruloyl serotonin usage levels up tonot for fragrance use.
Recommendation for N-feruloyl serotonin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

N- feruloylserotonin (E)-N-[2-(5- hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide moschamine 2- propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (2E)- 2- propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (E)- PubMed: Phytochemistry and Pharmacology of Carthamus tinctorius L. PubMed: On the pharmacology of oxidative burst of human neutrophils. PubMed: Preparative Separation of N-Feruloyl Serotonin and N-(p-Coumaroyl) Serotonin from Safflower Seed Meal Using High-Speed Counter-Current Chromatography. PubMed: N-feruloylserotonin in preventive combination therapy with methotrexate reduced inflammation in adjuvant arthritis. PubMed: Polyphenol derivatives - potential regulators of neutrophil activity. PubMed: Decreased activity and accelerated apoptosis of neutrophils in the presence of natural polyphenols. PubMed: Study on the hypochlolesterolemic and antioxidative effects of tyramine derivatives from the root bark of Lycium chenese Miller. PubMed: Synthesis, biological activities and bioavailability of moschamine, a safflomide-type phenylpropenoic acid amide found in Centaurea cyanus. PubMed: Naturally appearing N-feruloylserotonin isomers suppress oxidative burst of human neutrophils at the protein kinase C level. PubMed: 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. PubMed: Methanol elicits the biosynthesis of 4-coumaroylserotonin and feruloylserotonin in rice seedlings. PubMed: Suppression of oxidative burst in human neutrophils with the naturally occurring serotonin derivative isomer from Leuzea carthamoides. PubMed: Effects of safflower seed extract on arterial stiffness. PubMed: Beta-D-glucosidase-catalyzed deglucosidation of phenylpropanoid amides of 5-hydroxytryptamine glucoside in safflower seed extracts optimized by response surface methodology. PubMed: 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. PubMed: Protective effect of serotonin derivatives on glucose-induced damage in PC12 rat pheochromocytoma cells. PubMed: Inhibitory effect of serotonin derivatives on high glucose-induced adhesion and migration of monocytes on human aortic endothelial cells. PubMed: The selective effect of N-feruloylserotonins isolated from Leuzea carthamoides on nociception and anxiety in rats. PubMed: Serotonin derivatives, major safflower (Carthamus tinctorius L.) seed antioxidants, inhibit low-density lipoprotein (LDL) oxidation and atherosclerosis in apolipoprotein E-deficient mice. PubMed: Inhibitory effects of active compounds isolated from safflower (Carthamus tinctorius L.) seeds for melanogenesis. PubMed: Phenylpropanoid amides of serotonin accumulate in witches' broom diseased bamboo. PubMed: High-performance liquid chromatographic analysis and separation of N-feruloylserotonin isomers.