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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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Pack SizeSKUAvailabilityPrice
100 mg
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$98.20
1 g
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$738.00

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

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Quality Level

100

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

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 and marine algae. It is a metabolite in tyrosine metabolism, biosynthesized from tyramine by two subsequent N-methylations,[2] it is metabolized by monoamine oxidase.[3] Hordenine is a sympathomimetic and its pharmacological actions are of interest, as it is occasionally found in post race urine samples.[4] 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.[5]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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This Item
PHL80469D3630SMB00019
Hordenine ≥97.0% (HPLC)

Sigma-Aldrich

04476

Hordenine

Hordenine phyproof® Reference Substance

PHL80469

Hordenine

Diphenhydramine hydrochloride ≥98% (HPLC)

Sigma-Aldrich

D3630

Diphenhydramine hydrochloride

N-Acetyltyramine ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00019

N-Acetyltyramine

form

powder or crystals

form

solid

form

powder

form

solid

assay

≥97.0% (HPLC)

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (LC/MS-ELSD)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

-

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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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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
[Not Available].
R HAZARD et al.
Comptes rendus des seances de la Societe de biologie et de ses filiales, 139, 630-630 (1945-07-01)
The biogenesis of alkaloids. XVI. Hordenine metabolism in barley.
Frank, A. W. and Marion, L.
Canadian Journal of Chemistry, 34, 1641-1646 (1956)
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Global Trade Item Number

SKUGTIN
H40009-5G04061831826999
04476-1G04061826007891
04476-100MG04061838630698

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