Hordenine
- CAS No.
- 539-15-1
- Chemical Name:
- Hordenine
- Synonyms
- Hordeine;Hordenin;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
- MSDS File:
- SDS
- TDS File:
- TDS
| 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) |
| form | Solid |
| pka | 10.05±0.26(Predicted) |
| color | Pale Yellow to Dark Beige |
| Merck | 14,4746 |
| BRN | 2207615 |
| Major Application |
metabolomics vitamins, nutraceuticals, and natural products |
| Cosmetics Ingredients Functions | SKIN PROTECTING |
| InChI | 1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3 |
| InChIKey | KUBCEEMXQZUPDQ-UHFFFAOYSA-N |
| SMILES | CN(C)CCc1ccc(O)cc1 || CN(C)CCc1ccc(O)cc1 |
| 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) |
| UNSPSC Code | 41116107 |
| NACRES | NA.25 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-36-43 | |||||||||
| Safety Statements | 26-36/37 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29222990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
Hordenine price More Price(47)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 04476 | Hordenine ≥97.0% (HPLC) | 539-15-1 | 100mg | $106 | 2026-04-30 | Buy |
| Sigma-Aldrich | PHL80469 | Hordenine phyproof? Reference Substance | 539-15-1 | 50mg | $361 | 2026-04-30 | Buy |
| Sigma-Aldrich | 04476 | Hordenine ≥97.0% (HPLC) | 539-15-1 | 1g | $785 | 2026-04-30 | Buy |
| TCI Chemical | H1351 | Hordenine >98.0%(GC)(T) | 539-15-1 | 1g | $38 | 2026-04-30 | Buy |
| TCI Chemical | H1351 | Hordenine >98.0%(GC)(T) | 539-15-1 | 5g | $115 | 2026-04-30 | 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.]
References
[1] D L LIU J V L. Biologically active secondary metabolites of barley. II. Phytotoxicity of barley allelochemicals.[J]. Journal of Chemical Ecology, 1993, 19 10: 2231-2244. DOI: 10.1007/bf00979660
[2] SANG-CHEOL KIM . Hordenine, a single compound produced during barley germination, inhibits melanogenesis in human melanocytes[J]. Food Chemistry, 2013, 141 1: Pages 174-181. DOI: 10.1016/j.foodchem.2013.03.017
[3] MEYER E. Separation of two distinct S-adenosylmethionine dependent N-methyltransferases involved in hordenine biosynthesis in Hordeum vulgare.[J]. Plant Cell Reports, 1982, 1 6: 236-239. DOI: 10.1007/bf00272627
[4] THOMAS SOMMER. Identification of the Beer Component Hordenine as Food-Derived Dopamine D2 Receptor Agonist by Virtual Screening a 3D Compound Database.[J]. ACS Applied Electronic Materials, 2017: 44201. DOI: 10.1038/srep44201
[5] IRINA STEINER. A sensitive method for the determination of hordenine in human serum by ESI+ UPLC-MS/MS for forensic toxicological applications[J]. Analytical and Bioanalytical Chemistry, 2016, 408 9: 2285-2292. DOI: 10.1007/s00216-016-9324-3
Hordenine Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| jiliang chemicals | 21-62165282 | bidingchem@163.com | China | 1395 | 60 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Sichuan Kulinan Technology Co., Ltd | 400-1166-196 18981987031 | cdhxsj@163.com | China | 11674 | 57 |
View Latest Price from Hordenine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-05-26 | Hordenine
539-15-1
|
$39.00 | 99.74% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-03-20 | Hordenine
539-15-1
|
$10.00 | 1KG | 99% | 10 mt | Hebei Chuanghai Biotechnology Co., Ltd | |
 |
2025-06-20 | 4-(2-dimethylaminoethyl)phenol
539-15-1
|
$1.00 | 1kg | 99.0% | 20tons | Hebei Yanxi Chemical Co., Ltd. |
-
- Hordenine
539-15-1
- $39.00
- 99.74%
- TargetMol Chemicals Inc.
-
- Hordenine
539-15-1
- $10.00
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
-
- 4-(2-dimethylaminoethyl)phenol
539-15-1
- $1.00
- 99.0%
- Hebei Yanxi Chemical Co., Ltd.
