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Merck

04476

Hordenine

≥97.0% (HPLC)

Synonym(s):

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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100 MG

CZK 2,340.00

1 G

CZK 16,000.00

CZK 2,340.00

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About This Item

Empirical Formula (Hill Notation):
C10H15NO
CAS Number:
539-15-1
Molecular Weight:
165.23
NACRES:
NA.25
PubChem Substance ID:
329747931
UNSPSC Code:
41116107
EC Number:
208-710-4
MDL number:
MFCD00051462
Beilstein/REAXYS Number:
2207615

Key Documents

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InChI key

KUBCEEMXQZUPDQ-UHFFFAOYSA-N

InChI

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

assay

≥97.0% (HPLC)

form

powder or crystals

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

100

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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.[1] 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[2][3] and marine algae.[4] It is a metabolite in tyrosine metabolism, biosynthesized from tyramine by two subsequent N-methylations,[5] it is metabolized by monoamine oxidase.[6] Hordenine is a sympathomimetic and its pharmacological actions are of interest, as it is occasionally found in post race urine samples.[7] 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.[1] It is present in barley roots from the first day of seed germination, but is not present in seeds.[8]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3484
BCCK4548
BCCC8693
BCBX1761
BCBB8693V

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Hordenine content of the marine alga Mastocarpus stellatus and the algal food product carrageen.
Barwell, C.J., et al.
Phytotherapy Research, 3, 67-69 (1989)
Studies on the mechanism of action of monoamine oxidase: metabolism of N,N-dimethyltryptamine and N,N-dimethyltryptamine-N-oxide.
T E SMITH et al.
Biochemistry, 1, 137-143 (1962-01-01)
A K Singh et al.
Forensic science international, 54(1), 9-22 (1992-04-01)
Hordenine cross-reacted with various enzyme linked immunosorbent assay (ELISA) or radioimmunoassay (RIA) kits used for the screening of urine samples. Morphine-ELISA kit was most sensitive, whereas etorphine- and buprenorphine-ELISA kits were least sensitive to hordenine cross-reactivity. Hordenine also interfered with
I J Pemberton et al.
Journal of animal science, 71(2), 467-470 (1993-02-01)
N-methyl-beta-phenethylamine (NMPEA) has been previously identified as the toxin causing locomotor ataxia in sheep and goats grazing the browse plant, Acacia berlandieri. We describe a simplified procedure for extraction and quantification of naturally occurring beta-phenethylamines from this Acacia species. Dried
H J Hapke et al.
DTW. Deutsche tierarztliche Wochenschrift, 102(6), 228-232 (1995-06-01)
Hordenine is an ingredient of some plants which are used as feed for animals, i.e. in sprouting barley. After ingestion of such feed hordenine may be detected in blood or urine of horses which in case of racing horses may
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