N-feruloyl serotonin
2-propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (E)-
 
Notes:
None found
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      193224-22-5 (E)-N-[2-(5-Hydroxy-3-indolyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)acrylamide
       
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CAS Number: 193224-22-5Picture of molecule3D/inchi
FDA UNII: 2PP8322487
Nikkaji Web: J1.973.598B
XlogP3-AA: 3.00 (est)
Molecular Weight: 352.39020000
Formula: C20 H20 N2 O4
NMR Predictor: Predict (works with chrome or firefox)
Category: cosmetic ingredient for skin protecting
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 198.1 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: skin protecting agents
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Suppliers:
BOC Sciences
For experimental / research use only.
(E)-N-[2-(5-Hydroxy-3-indolyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)acrylamide
Santa Cruz Biotechnology
For experimental / research use only.
N-Feruloyl Serotonin
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: cosmetic ingredient for skin protecting
Recommendation for N-feruloyl serotonin usage levels up to:
 not for fragrance use.
 
Recommendation for N-feruloyl serotonin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5969616
National Institute of Allergy and Infectious Diseases: Data
 (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
Chemidplus: 0193224225
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References:
 (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5969616
Pubchem (sid): 163641956
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB41433
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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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)-
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Articles:
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.
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