Page last updated: 2024-12-06

metanephrine

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

Description

Metanephrine is a catecholamine metabolite formed by the methylation of normetanephrine. It is a breakdown product of the neurotransmitter norepinephrine and is produced in the adrenal glands. Metanephrine is measured in urine and plasma to detect and monitor pheochromocytoma, a rare tumor of the adrenal gland that secretes catecholamines, and other neuroendocrine tumors. Metanephrine is also used in research to study the metabolism of catecholamines and the function of the adrenal glands.'

Metanephrine: Product of epinephrine O-methylation. It is a commonly occurring, pharmacologically and physiologically inactive metabolite of epinephrine. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID21100
CHEMBL ID775
CHEBI ID89633
SCHEMBL ID136702
MeSH IDM0013522

Synonyms (45)

Synonym
benzenemethanol, 4-hydroxy-3-methoxy-alpha-((methylamino)methyl)-
5001-33-2
metadrenaline
BRD-A42346008-003-03-6
BSPBIO_000164
metanephrine
NCGC00179644-01
BPBIO1_000182
PRESTWICK3_000122
PRESTWICK2_000122
PRESTWICK1_000122
SPBIO_002103
PRESTWICK0_000122
E7B7BAB7-0F7B-45AD-B0B4-791954E77D9A
chebi:89633 ,
CHEMBL775
4-[1-hydroxy-2-(methylamino)ethyl]-2-methoxyphenol
AKOS006230504
1ze0530jej ,
unii-1ze0530jej
(+/-)-metanephrine
gtpl6644
4-(1-hydroxy-2-methylaminoethyl)-2-methoxyphenol
SCHEMBL136702
vanillyl alcohol, .alpha.-[(methylamino)methyl]-
adrenaline, 3-o-methyl-
benzenemethanol, 4-hydroxy-3-methoxy-.alpha.-[(methylamino)methyl]-
adrenaline, 3-methoxy-
benzenemethanol, 4-hydroxy-3-methoxy-.alpha.-((methylamino)methyl)-
metanephrine [mi]
dl-metanephrine
metanephrine, (+/-)-
m-o-methyladrenaline
4-hydroxy-3-methoxy-.alpha.-(methylaminomethyl)benzenemethanol
3-methoxyadrenaline
dl-3-o-methyladrenaline
3-o-methyl-adrenaline
4-hydroxy-3-methoxy-n-methylphenethanolamine
3-methoxy-adrenaline
3-o-methylepinephrine
Q412766
benzenemethanol, 4-hydroxy-3-methoxy-alpha-[(methylamino)methyl]-
MS-23067
DTXSID80863478
EN300-1867646

Research Excerpts

Effects

ExcerptReferenceRelevance
"Metanephrine, which has been isolated from this cactus and is a normal metabolite of epinephrine in mammalian systems, appeared to be the likely intermediate between epinephrine and normacromerine."( Macromerine and normacromerine biosynthesis in Coryphantha macromeris var. runyonii.
Keller, WJ, 1979
)
0.98

Actions

ExcerptReferenceRelevance
"Metanephrine was found to inhibit the extraneuronal accumulation of noradrenaline, though not that of adrenaline, while normetanephrine did not change the extraneuronal accumulation of any of the catecholamines."( Inhibitory effects of desmethylimipramine, metanephrine and normetanephrine on the neuronal and extraneuronal accumulation of catecholamines in fish spleen.
Ungell, AL, 1986
)
1.26

Compound-Compound Interactions

ExcerptReferenceRelevance
"5 g of levodopa daily for up to six months and in 30 patients receiving levodopa (800-1,000 mg) combined with a dopa decarboxylase inhibitor, benserazide (200-250 mg)."( Urinary excretion of monoamines and their metabolites in patients with Parkinson's disease. Response to long-term treatment with levodopa alone or in combination with a dopa decarboxylase inhibitor and clinical correlations.
Rinne, UK; Siirtola, T; Sonninen, V, 1975
)
0.25
" Dilution of propionic anhydride 1:4 (v/v) in acetonitrile in combination with 50 μL of plasma resulted in the highest mass spectrometric response."( In Matrix Derivatization Combined with LC-MS/MS Results in Ultrasensitive Quantification of Plasma Free Metanephrines and Catecholamines.
Bischoff, R; de Jong, WHA; Eijkelenkamp, K; Kema, IP; van der Ley, CP; van Faassen, M, 2020
)
0.77

Bioavailability

ExcerptReferenceRelevance
" If so, then the spinal meninges may have an important impact in limiting the bioavailability of epinephrine in both the spinal cord and epidural space."( Epinephrine is metabolized by the spinal meninges of monkeys and pigs.
Bernards, CM; Kern, C; Mautz, DS, 1995
)
0.29
"These data demonstrate the functional presence of COMT in the spinal meninges of pigs and monkeys and suggest that the spinal meninges may limit the spinal bioavailability of epidurally or intrathecally administered epinephrine."( Epinephrine is metabolized by the spinal meninges of monkeys and pigs.
Bernards, CM; Kern, C; Mautz, DS, 1995
)
0.29

Dosage Studied

ExcerptRelevanceReference
" Dose-response curves for acetylcholine with and without dopamine, isoprenaline, phenylephrine and noradrenaline were obtained."( The depressor effect of dopamine on the electrical and mechanical activities of cat small intestine.
Okawa, H; Wantanabe, M, 1975
)
0.25
"The dosage of urinary catecholamines and their metabolites is a main element of diagnosis in the research of a pheochromocytoma in patients with high blood pressure."( [Absence of labetalol interference on urine metanephrine determination in hypertensive patients].
Billaud, EM; Girerd, X; Laurent, S; Ropers, J; Safar, M; Safavian, A; Sorrel-Dejerine, A, 1992
)
0.54
" Dosage of ACTH, plasma renin active, and basal cortisol and after Synacthen allow to discriminate the subjects with low or high risk of evolution and establish an appropriate monitoring."( [Subclinical adrenal diseases: silent pheochromocytoma and subclinical Addison's disease].
Kerlan, V; Thuillier, P, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
catecholamine4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] and derivatives formed by substitution.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (10)

PathwayProteinsCompounds
Tyrosine Metabolism1657
Alkaptonuria1657
Hawkinsinuria1657
Tyrosinemia Type I1657
Disulfiram Action Pathway2366
Tyrosinemia, Transient, of the Newborn1657
Dopamine beta-Hydroxylase Deficiency1657
Monoamine Oxidase-A Deficiency (MAO-A)1657
22q11.2 copy number variation syndrome228
Neurotransmitter disorders819

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
AID215613Dissociation constant against a series of agonists of membranes of the turkey erythrocyte containing mainly Beta adrenergic receptor was determined1982Journal of medicinal chemistry, Dec, Volume: 25, Issue:12
Correlation between affinity toward adrenergic receptors and approximate electrostatic potentials of phenylethylamine derivatives. 1. Effects of the side chain.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (871)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990269 (30.88)18.7374
1990's87 (9.99)18.2507
2000's172 (19.75)29.6817
2010's237 (27.21)24.3611
2020's106 (12.17)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 76.90

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index76.90 (24.57)
Research Supply Index6.86 (2.92)
Research Growth Index4.70 (4.65)
Search Engine Demand Index136.90 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (76.90)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials29 (3.15%)5.53%
Reviews64 (6.95%)6.00%
Case Studies135 (14.66%)4.05%
Observational8 (0.87%)0.25%
Other685 (74.38%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]