EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

hordenine
4-(2-dimethylaminoethyl)phenol

Supplier Sponsors

Name:4-[2-(dimethylamino)ethyl]phenol
CAS Number: 539-15-1Picture of molecule3D/inchi
FDA UNII: K3489CA082
Nikkaji Web:J6.381I
Beilstein Number:2207615
MDL:MFCD00051462
XlogP3:2.10 (est)
Molecular Weight:165.23575000
Formula:C10 H15 N O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge 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
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 117.50 °C. @ 760.00 mm Hg
Boiling Point: 270.20 °C. @ 760.00 mm Hg (est)
Flash Point: 254.00 °F. TCC ( 123.50 °C. ) (est)
logP (o/w): 1.400 (est)
Soluble in:
 water, 7000 mg/L @ 25 °C (exp)
 water, 1.226e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin protecting agents
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Hordenine 98%
BOC Sciences
For experimental / research use only.
N,N-Dimethyltyramine >98%
Odor: characteristic
Use: Hordenine (N,N-dimethyl-4-hydroxyphenylethylamine) is a phenylethylamine alkaloid with antibacterial and antibiotic properties.
Santa Cruz Biotechnology
For experimental / research use only.
Hordenine
Sigma-Aldrich
For experimental / research use only.
Hordenine
analytical standard
 
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
 
Safety in Use Information:
Category:
cosmetic ingredient for skin protecting
Recommendation for hordenine usage levels up to:
 not for fragrance use.
 
Recommendation for hordenine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68313
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
4-[2-(dimethylamino)ethyl]phenol
Chemidplus:0000539151
 
References:
 4-[2-(dimethylamino)ethyl]phenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68313
Pubchem (sid):135023994
 
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
KEGG (GenomeNet):C06199
HMDB (The Human Metabolome Database):HMDB04366
FooDB:FDB012750
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 barley root
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 barley sprout
Search Trop Picture
 corn silk
Search Trop Picture
 oat leaf
Search Trop Picture
 orange fruit
Search Trop Picture
 tamarind bark
Search Trop Picture
 
Synonyms:
N,N-dimethyl-p-hydroxyphenethylamine
4-[2-(dimethylamino)ethyl]phenol
4-(2-dimethylaminoethyl)phenol
p-(2-dimethylaminoethyl)phenol
 eremursine
 

Articles:

PubMed:The total alkaloids of Aconitum tanguticum protect against lipopolysaccharide-induced acute lung injury in rats.
PubMed:At a supra-physiological concentration, human sexual hormones act as quorum-sensing inhibitors.
PubMed:["Legal highs" from the German internet--"bath salt drugs" on the rise].
PubMed:Hordenine, a single compound produced during barley germination, inhibits melanogenesis in human melanocytes.
PubMed:High-performance liquid chromatographic analysis of biogenic amines in pharmaceutical products containing Citrus aurantium.
PubMed:Analysis of anonymous pooled urine from portable urinals in central London confirms the significant use of novel psychoactive substances.
PubMed:Sports drug testing: Analytical aspects of selected cases of suspected, purported, and proven urine manipulation.
PubMed:Alkaloid diversity in Galanthus elwesii and Galanthus nivalis.
PubMed:[Alkaloids from Senecio scandens].
PubMed:Changes in apolar metabolites during in vitro organogenesis of Pancratium maritimum.
PubMed:Antimicrobial evaluation of clerodane diterpenes from Polyalthia longifolia var. pendula.
PubMed:Certification of standard reference materials containing bitter orange.
PubMed:Mass spectrometric determination of the predominant adrenergic protoalkaloids in bitter orange (Citrus aurantium).
PubMed:Revised NMR data for incartine: an alkaloid from Galanthus elwesii.
PubMed:Fast high-performance liquid chromatography analysis of phenethylamine alkaloids in Citrus natural products on a pentafluorophenylpropyl stationary phase.
PubMed:Chromatographic and electrophoretic methods for the analysis of phenethylamine [corrected] alkaloids in Citrus aurantium.
PubMed:Determination of bitter orange alkaloids in dietary supplement Standard Reference Materials by liquid chromatography with atmospheric-pressure ionization mass spectrometry.
PubMed:Determination of synephrine in weight-loss products using high performance liquid chromatography with acidic potassium permanganate chemiluminescence detection.
PubMed:Determination of synephrine in bitter orange raw materials, extracts, and dietary supplements by liquid chromatography with ultraviolet detection: single-laboratory validation.
PubMed:Efficient and sensitive method for quantitative analysis of alkaloids in hardinggrass (Phalaris aquatica L.).
PubMed:Phenylalkylamine alkaloids from Stapelia hirsuta L.
PubMed:Alkaloids of Haloxylon salicornicum (Moq.) Bunge ex Boiss. (Chenopodiaceae).
PubMed:Galanthindole: a new indole alkaloid from Galanthus plicatus ssp. byzantinus.
PubMed:Characterization of cereal toxicity for celiac disease patients based on protein homology in grains.
PubMed:Development of immunoassays for tyramine and tryptamine toxins of Phalaris aquatica L.
PubMed:Hydroxylating activity of tyrosinase and its dependence on hydrogen peroxide.
PubMed:[Pharmacological effects of hordenine].
PubMed:Influence of organic cations on basic amino-acid uptake by human placental villi.
PubMed:Biologically active secondary metabolites of barley. IV. Hordenine production by different barley lines.
PubMed:Biologically active secondary metabolites of barley. III. A method for identification and quantification of hordenine and gramine in barley by high-performance liquid chromatography.
PubMed:Biologically active secondary metabolites of barley. II. Phytotoxicity of barley allelochemicals.
PubMed:Technical note: an improved method for extraction and quantification of toxic phenethylamines from Acacia berlandieri.
PubMed:Screening and confirmation of drugs in urine: interference of hordenine with the immunoassays and thin layer chromatography methods.
PubMed:Kaempferol-3-O-glucosyl(1-2)rhamnoside from Ginkgo biloba and a reappraisal of other gluco(1-2, 1-3 and 1-4)rhamnoside structures.
PubMed:Hordenine: pharmacology, pharmacokinetics and behavioural effects in the horse.
PubMed:Deamination of hordenine by monoamine oxidase and its action on vasa deferentia of the rat.
PubMed:Experimental evidence that tryptamine alkaloids do not cause Phalaris aquatica sudden death syndrome in sheep.
PubMed:Rapid formation of N-nitrosodimethylamine from gramine, a naturally occurring precursor in barley malt.
PubMed:Separation of two distinct S-adenosylmethionine dependent N-methyltransferases involved in hordenine biosynthesis in Hordeum vulgare.
PubMed:N-nitrosodimethylamine in malt beverages--anticipatory action by the brewing industry.
PubMed:N-nitrosodimethylamine precursors in malt.
PubMed:Candicine from Stapelia gigantea.
PubMed:Some hematological and histopathological effects of the alkaloids gramine and hordenine on meadow voles (Microtus pennsylvanicus).
PubMed:[Scope and limitations of the analytical use of dansyl chloride, I: The reaction of aromatic sulfonyl chlorides with aliphatic tertiary amines: the microanalytical aspects of the Hinsberg test (author's transl)].
PubMed:Cactus alkaloids. XXXIV. Hordenine HCL from Coryphantha vivipara var. arizonica.
PubMed:Cactus alkaloids. XXXI. beta-Phenethylamines and tetrahydroisoquinolines from the Mexican cactus dolichothele uberiformis.
PubMed:Hordenine for Polyporous berkeleyi.
PubMed:The action of hordenine on the superior cervical ganglion of the cat.
PubMed:yote Alkaloids: Identification in the Mexican ictus Pelecyphora aselliformis Ehrenberg.
PubMed:[Power of posthypophyseal preparations partially to reestablish the hypertensive action of hordenine first suppressed by adrenolytics].
PubMed:Cactus alkaloids. X. Isolation of hordenine and N-methyltyramine from Ariocarpus kotschoubeyanus.
PubMed:Identity of peyocactin, an antibiotic from peyote (Lophophora williamsii), and hordenine.
PubMed:The distribution of tyramine, N-methyltyramine, hordenine, octopamine, and synephrine in higher plants.
PubMed:Cactus alkaloids. VI. Identification of hordenine and N--methyltyramine in Ariocarpus fissuratus varieties fissuratus and lloydii.
PubMed:Cactus alkaloids. V. Isolation of hordenine and N-methyltyramine from Ariocarpus retusus.
PubMed:Action of various sympathomimetic amines on the isolated stripped vas deferens of the guinea-pig.
PubMed:Presence of hordenine in Lophophora williamsii.
PubMed:THE ISOLATION OF HORDENINE AND NORSECURININE FROM SECURINEGA VIROSA (BAILL.). THE STRUCTURE OF NORSECURININE.
PubMed:Effects of hordenine sulfate and methiodide on the receptors for the sweating axon reflex and on the sweat glands in the human skin.
PubMed:Biosynthesis of Hordenine in Tissue Homogenates of Panicum miliaceum L.
PubMed:The accumulation of hordenine in the seedings of Panicum miliaceum.
PubMed:[Effect of hypocapnic anoxemia on hordenine induced vasoconstriction].
PubMed:[Not available].
PubMed:Action of hordenine compounds on the central nervous system.
 
Notes:
a dimethyl tyramine; activates both nicotinic & adrenergic receptors. Alkaloid from Hordeum vulgare (barley) Hordenine (N,N-dimethyl-4-hydroxyphenylethylamine) is a phenylethylamine alkaloid with antibacterial and antibiotic properties. It stimulates the release of norepinephrine in mammals. It is produced in nature by several varieties of plants in the family Cactaceae and by some in Acacia.; Hordenine is a potent phenylethylamine alkaloid with antibacterial and antibiotic properties produced in nature by several varieties of plants in the family Cactacea. The major source of hordenine in humans is beer brewed from barley. Hordenine in urine interferes with tests for morphine, heroin and other opioid drugs.
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