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Hordenine

CAS No.
539-15-1
Chemical Name:
Hordenine
Synonyms
Hordenin;Hordeine;Anhalin;Cactine;Anhaline;Hordetin;Ordenina;Ordenine;Eremursin;Hordenine
CBNumber:
CB4747471
Molecular Formula:
C10H15NO
Molecular Weight:
165.23
MDL Number:
MFCD00051462
MOL File:
539-15-1.mol
Last updated:2024-04-23 16:18:34

Hordenine Properties

Melting point 117-118°
Boiling point bp11 173°
Density 1.0203 (rough estimate)
refractive index 1.4820 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka 10.05±0.26(Predicted)
color Pale Yellow to Dark Beige
Merck 14,4746
BRN 2207615
LogP 1.400 (est)
CAS DataBase Reference 539-15-1(CAS DataBase Reference)
FDA UNII K3489CA082
NIST Chemistry Reference Phenol, 4-[2-(dimethylamino)ethyl]-(539-15-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36-43
Safety Statements  26-36/37
WGK Germany  3
HS Code  29222990
NFPA 704
0
2 0

Hordenine price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 04476 Hordenine ≥97.0% (HPLC) 539-15-1 100mg $96.2 2024-03-01 Buy
Sigma-Aldrich PHL80469 Hordenine phyproof? Reference Substance 539-15-1 50mg $382 2024-03-01 Buy
Sigma-Aldrich 04476 Hordenine ≥97.0% (HPLC) 539-15-1 1g $713 2024-03-01 Buy
TCI Chemical H1351 Hordenine >98.0%(GC)(T) 539-15-1 1g $38 2024-03-01 Buy
TCI Chemical H1351 Hordenine >98.0%(GC)(T) 539-15-1 5g $115 2024-03-01 Buy
Product number Packaging Price Buy
04476 100mg $96.2 Buy
PHL80469 50mg $382 Buy
04476 1g $713 Buy
H1351 1g $38 Buy
H1351 5g $115 Buy

Hordenine Chemical Properties,Uses,Production

Description

Hordenine (Item No. 21626) is a naturally occurring alkaloid found in a variety of plants, most commonly germinated barley (Hordeum species) from which the name is derived, and is structurally classified as a phenethylamine. It is biosynthesized by the step-wise double methylation of tyramine . Hordenine binds to and activates the dopamine D2 receptor (Ki = 13 μM) but antagonizes D2 receptor β-arrestin recruitment. It inhibits tyrosinase activity and expression at concentrations ≥ 50 μM resulting in reduced melanin accumulation in human melanocytes. Hordenine is present in significant amounts in beer and can be measured in serum in the free form, for up to 2 hours, and the glucuronidated form, for up to 6 hours, after beer consumption. This product is intended for research and forensic applications.

Chemical Properties

Light yellow solid

Uses

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.

Uses

A phenethylamine alkaloid with antibacterial and antibiotic properties found mainly in plants from the cactaceae family. It showed effects similar to Cytosine (C998950) and acted as a depressant on the central nervous system (CNS) during animal testing.

Definition

ChEBI: Hordenine is a phenethylamine alkaloid. It has a role as a human metabolite and a mouse metabolite.

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, 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.

Purification Methods

Crystallise Hordenine from EtOH or H2O and sublime it at 105o/5mm. The 4,4’-dichlorodiphenyl disulfimide salt has m 145-146o (from Me2CO/H2O) [Runge et al. Chem Ber 88 50 1955]. [Beilstein 13 H 626, 13 I 236, 13 II 356, 13 III 1640, 13 IV 1790.]

6027-23-2
539-15-1
Synthesis of Hordenine from Hordenine hydrochloride

Hordenine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 319)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
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SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58

View Lastest Price from Hordenine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Hordenine pictures 2024-04-23 Hordenine
539-15-1
US $200.00-85.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Hordenine pictures 2024-04-23 Hordenine
539-15-1
US $0.00-0.00 / kg 1kg 99 50000KG/month Shanghai Affida new material science and technology center
Hordenine pictures 2023-09-06 Hordenine
539-15-1
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • Hordenine pictures
  • Hordenine
    539-15-1
  • US $200.00-85.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Hordenine pictures
  • Hordenine
    539-15-1
  • US $0.00-0.00 / kg
  • 99
  • Shanghai Affida new material science and technology center
  • Hordenine pictures
  • Hordenine
    539-15-1
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd

Hordenine Spectrum

AKOS 227-22 Hordenine, froM D.tiliaefoliuM G.Don Anhalin Anhaline N,N-(DiMethyl-d6)tyraMine Ordenina-d6 p-[2-[(DiMethyl-d6)aMino]ethyl]phenol Peyocactine-d6 p-Hydroxy-N,N-(diMethyl-d6)phenethylaMine Anhaline 4-[2-(Dimethylamino)ethyl]phenol 4-Hydroxy-N,N-dimethylphenethylamine Hordenine SynonyMs 4-(2-DiMethylaMinoethyl)phenol Venlafaxine Impurity (4-(2-(Dimethylamino)ethyl)-Phenol) Hordenine 4-(2-Dimethylaminoethyl)phenol Eremursin Cactine Eremursine Hordetin N,N-Dimethyl-2-(4-hydroxyphenyl)ethylamine N,N-Dimethyl-4-hydroxy-beta-phenethylamine N,N-Dimethyl-p-hydroxyphenethylamine N,N-Dimethyltyramine Ordenina Ordenine p-[2-(Dimethylamino)ethyl]phenol Peyocactine Phenol, 4-[2-(dimethylamino)ethyl]- Phenol, p-[2-(dimethylamino)ethyl]- p-Hydroxy-N,N-dimethylphenethylamine p-[2-(dimethylamino)ethyl]phenol sulphate N,N-dimethyl-p-hydroxyphenylethyl HORDENINE(FREE BASE)(P) Dimethyl[2-(4-hydroxyphenyl)ethyl]amine Hordenine 4-(2-Dimethylaminoethyl)phenol N,N-DiMethyl-4-hydroxy-β-phenethylaMine 4-[2-(DiMethyl-d6)aMinoethyl]phenol Anhalin-d6 Anhaline-d6 Cactine-d6 Hordenin-d6 N,N-(DiMethyl-d6)-4-hydroxy-β-phenethylaMine N,N-(DiMethyl-d6)-p-hydroxyphenethylaMine Venlafaxine Impurity Hordenine, 98%, from D.tiliaefolium G.Don Desvenlafaxine Impurity 8 Hordenine> 4-Hydroxy-N,N-dimethylphenethylamine Hordenine USP/EP/BP Hordenine (Ordenina TIANFU-CHEM CAS:539-15-1 Hordenine Hordenin Hordeine hordeniniumsulfat Barley malt alkali Hordenine (25 mg) (4-(2-(dimethylamino)ethyl)phenol) Hordenine, ≥ 98.0% 539-15-1 HOC6H4CH22NCH32