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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
Prezzi e disponibilità al momento non sono disponibili

Livello qualitativo

100

Saggio

≥97.0% (HPLC)

Stato

powder or crystals

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Stringa SMILE

CN(C)CCc1ccc(O)cc1
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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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.[1] 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[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]

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCK4548
BCCC8693
BCBX1761
BCBB8693V
BCBB8693

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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
Daopeng Tan et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 35(19), 2572-2575 (2010-12-24)
To investigate the alkaloids from Senecio scandens. Compounds were isolated with silica gel and Sephadex LH-20 column chromatography and their structures were determined by spectral analysis and chemical evidence. The hepatic cytotoxicity of isolated compounds was tested by MTT method
The biogenesis of alkaloids. XVI. Hordenine metabolism in barley.
Frank, A. W. and Marion, L.
Canadian Journal of Chemistry, 34, 1641-1646 (1956)
[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)
Marwan Shabana et al.
Natural product research, 20(8), 710-714 (2006-06-07)
Four alkaloids of the phenethylamine derivatives have been isolated from the n-butanol fraction of the aerial parts of Stapelia hirsuta L. The structures of the isolated alkaloids were determined as N-acetyl hordenine (a new natural compound), hordenine, candicine and hordenine-1-O-beta-D-glucoside
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