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
• 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

Properties

• Quality Segment: 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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