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04476

Sigma-Aldrich

Hordenine

≥97.0% (HPLC)

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C10H15NO
Numero CAS:
539-15-1
Peso molecolare:
165.23
Beilstein:
2207615
Numero CE:
208-710-4
Numero MDL:
MFCD00051462
Codice UNSPSC:
41116107
ID PubChem:
329747931
NACRES:
NA.25

Saggio

≥97.0% (HPLC)

Forma fisica

powder or crystals

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Stringa SMILE

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
KUBCEEMXQZUPDQ-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

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.

Azioni biochim/fisiol

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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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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