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MilliporeSigma

04476

Sigma-Aldrich

Hordenine

≥97.0% (HPLC)

Sinónimos:

2-(4-Hydroxyphenyl)-N,N-dimethylethylamine, 4-(2-Dimethylaminoethyl)phenol, N,N-Dimethyltyramine, p-Hydroxy-N,N-dimethylphenethylamine, Anhaline, Cactine, Eremursin, Peyocactine

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About This Item

Fórmula empírica (notación de Hill):
C10H15NO
Número de CAS:
Peso molecular:
165.23
Beilstein/REAXYS Number:
2207615
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.25

assay

≥97.0% (HPLC)

form

powder or crystals

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

CN(C)CCc1ccc(O)cc1

InChI

1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3

InChI key

KUBCEEMXQZUPDQ-UHFFFAOYSA-N

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Application

Hordenine is suitable to study the effect of reed canary grass alkoloids on in vito digestibility. It is also suitable for use as a standard to identify endogenous hordenine in ungerminated and germinated barley by HPLC/diode array detection analysis. Hordenine may be used as an analytical reference material and in research on the activities of phenethylamine type alkaloids.

Biochem/physiol Actions

Hordenine is an alkaloid found in plants, e.g. the roots of germinating barley and marine algae. It is a metabolite in tyrosine metabolism, biosynthesized from tyramine by two subsequent N-methylations, it is metabolized by monoamine oxidase. Hordenine is a sympathomimetic and its pharmacological actions are of interest, as it is occasionally found in post race urine samples. Hordenine inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production. cAMP is involved in the expression of melanogenesis-related proteins. Hordenine may be used in the inhibition of hyperpigmentation. It is present in barley roots from the first day of seed germination, but is not present in seeds.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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T Wainwright et al.
IARC scientific publications, (41)(41), 71-80 (1982-01-01)
NDMA is formed in malt because NOx reacts with certain amines in germinated barley when it is kilned. Hordenine is the major precursor of NDMA, although gramine and sarcosine can possibly contribute minor amounts. The hordenine is formed in the
D L Liu et al.
Journal of chemical ecology, 19(10), 2231-2244 (1993-10-01)
The release of alkaloids by barley was quantified by HPLC. Hordenine was released from the roots of barley in a hydroponic system for up to 60 days. The amount reached a maximum, 2μg/plant/day, at 36 days, then declined. Effects on
M M Mangino et al.
IARC scientific publications, (57)(57), 337-346 (1984-01-01)
The two tertiary amine alkaloids, hordenine and gramine, which are biosynthesized in malt during germination, were subjected to nitrosation under conditions typical for the study of tertiary amine nitrosation. At 65 degrees C in dilute aqueous acid (pH 4.4 or
M F Goelz et al.
Toxicology, 18(2), 125-131 (1980-01-01)
Meadow voles (Microtus pennsylvanicus) were used to evaluate the relative toxicity of the alkaloids, gramine and hordenine, which are present in reed canarygrass (Phalaris arundinacea) and to assess their effects on the quality of this grass as a forage. One
M Frank et al.
Equine veterinary journal, 22(6), 437-441 (1990-11-01)
Hordenine is an alkaloid occurring naturally in grains, sprouting barley, and certain grasses. It is occasionally found in post race urine samples, and therefore we investigated its pharmacological actions in the horse. Hordenine (2.0 mg/kg bodyweight [bwt]) was administered by

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