hordenine
4-(2-dimethylaminoethyl)phenol
Identification
| Name | hordenine |
| IUPAC | 4-[2-(dimethylamino)ethyl]phenol |
| CAS Number | 539-15-1 |
| FDA UNII | K3489CA082 |
| Molecular Formula | C10 H15 N O |
| Molecular Weight | 165.23575000 |
| MDL Number | MFCD00051462 |
| Nikkaji Number | J6.381I |
| Beilstein | 2207615 |
| XlogP3 | 2.10 (est) |
Regulatory
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) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin protecting agents |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
Synonyms
N,N-
dimethyl-p-hydroxyphenethylamine
4-[2-(
dimethylamino)ethyl]phenol
4-(2-
dimethylaminoethyl)phenol
p-(2-
dimethylaminoethyl)phenol
eremursine
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.