Page last updated: 2024-12-06

3-methoxy-4-hydroxyphenylethylamine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3-Methoxy-4-hydroxyphenylethylamine, also known as hordenine, is a naturally occurring alkaloid found in various plants like barley, and is structurally related to the neurotransmitter dopamine. Its synthesis involves the decarboxylation of 3-methoxy-4-hydroxyphenylalanine (L-DOPA). Hordenine has been studied for its potential pharmacological effects, including its possible role as a stimulant, its effects on blood pressure, and its potential anti-inflammatory properties. Its importance lies in its role as a naturally occurring compound in plants, and its potential for therapeutic applications. Research into hordenine focuses on understanding its mechanisms of action and its potential use in treating various conditions.'

3-methoxy-4-hydroxyphenylethylamine: a metabolite of dopamine and 5-hydroxytryptamine [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID74866
CHEMBL ID316698
SCHEMBL ID42400
MeSH IDM0226353

Synonyms (69)

Synonym
AC-14364
2-(3-methoxyphenyl)ethan-1-amine
EN300-41636
2039-67-0
m-methoxyphenethylamine
3-methoxy-.beta.-phenethylamine
nsc124706
phenethylamine, m-methoxy-
wln: z2r co1
3-methoxyphenethylamine
m-methoxyphenylethylamine
nsc-124706
benzeneethanamine, 3-methoxy-
3-methoxyphenylethylamine
2-(3-methoxyphenyl)ethylamine
nsc 124706
brn 0775202
3-methoxy-4-hydroxyphenylethylamine
einecs 218-017-9
3-methoxy-beta-phenethylamine
inchi=1/c9h13no/c1-11-9-4-2-3-8(7-9)5-6-10/h2-4,7h,5-6,10h2,1h
3-methoxyphenethylamine, 97%
2-(3-methoxyphenyl)ethanamine
STK505659
2-(3-methoxy-phenyl)-ethylamine
bdbm50240698
3-(2-aminoethyl)anisole
M1891
AKOS000160625
CHEMBL316698 ,
A814524
4-13-00-01781 (beilstein handbook reference)
unii-7wx5w6gm6f
7wx5w6gm6f ,
FT-0616004
AM20030302
AE-562/40171055
SCHEMBL42400
mfcd00008187
(3-methoxyphenyl)ethylamine
3-methoxy phenethylamine
3-methoxy-benzeneethanamine
2-(3-methoxyphenyl)-ethylamine
3-methoxylphenethylamine
3-methoxylphenylethylamine
2-(3-methoxyphenyl)ethyl-amine
(3-methoxybenzyl) methylamine
3-methoxy-phenylethylamine
3-methoxy phenylethylamine
3-methoxyphenethyl amine
3-methoxyphenethyl-amine
2-(3-methoxy-phenyl)-ethyl-amine
{2-[3-(methyloxy)phenyl]ethyl}amine
2-(3-methoxy-phenyl)-ethyl amine
beta-(3-methoxyphenyl)-ethylamine
2-(3-methoxyphenyl)-1-ethanamine
TS-02001
3-methoxyphenethyl ae
W-111713
DTXSID10174327
CS-M3354
F2190-0494
SB35192
Q27268957
F14686
HY-41268
SY005807
PD158977
Z285143778
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (15)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)Kd1.28820.00042.58328.5114AID6406
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Kd1.28820.00012.62198.5114AID6406
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)Kd1.28820.00012.29338.5114AID6406
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)Kd1.28820.00042.47358.5114AID6406
5-hydroxytryptamine receptor 6Rattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 7 Rattus norvegicus (Norway rat)Kd1.28820.00012.70068.5114AID6406
5-hydroxytryptamine receptor 5ARattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 5BRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 3ARattus norvegicus (Norway rat)Kd1.28820.00082.62148.5114AID6406
5-hydroxytryptamine receptor 4 Rattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
Trace amine-associated receptor 1Homo sapiens (human)EC50 (µMol)1.44400.01501.41437.1900AID341210
5-hydroxytryptamine receptor 3BRattus norvegicus (Norway rat)Kd1.28820.00082.62148.5114AID6406
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (1)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathwayTrace amine-associated receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
G protein-coupled receptor activityTrace amine-associated receptor 1Homo sapiens (human)
trace-amine receptor activityTrace amine-associated receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneTrace amine-associated receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID6406Affinity against 5-hydroxytryptamine receptors in rat fundus model1980Journal of medicinal chemistry, Mar, Volume: 23, Issue:3
Serotonin receptor affinities of psychoactive phenalkylamine analogues.
AID341210Agonist activity at human trace amine associated receptor 1 expressed in RD-HGA16 CHO-K1 cells coexpressed with Galpha16 protein assessed as internal calcium mobilization by calcium 3 assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Structure-activity correlations for beta-phenethylamines at human trace amine receptor 1.
AID341211Agonist activity at human trace amine associated receptor 1 expressed in RD-HGA16 CHO-K1 cells coexpressed with Galpha16 protein assessed as internal calcium mobilization by calcium 3 assay relative to 2-phenylethanamine2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Structure-activity correlations for beta-phenethylamines at human trace amine receptor 1.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (16.67)18.7374
1990's1 (16.67)18.2507
2000's3 (50.00)29.6817
2010's1 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.72 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]