Structure via PubChem · Public domain (PubChem)
metanephrine
Sign in to saveAlso known as metadrenaline, 3-O-Methyl-Adrenaline, 3-Methoxy-adrenaline, 4-Hydroxy-3-methoxy-N-methylphenethanolamine, DL-3-O-Methyladrenaline, m-O-Methyladrenaline, (+/-)-Metanephrine, 3-O-Methylepinephrine
Metanephrine, also known as metadrenaline, is a metabolite of epinephrine (also known as adrenaline) created by action of catechol-O-methyl transferase on epinephrine. An article in the Journal of the American Medical Association, 2002, indicated that the measurement of plasma free levels of the metanephrines group of molecules (including metanephrine and normetanephrine) is the best tool in the diagnosis of pheochromocytoma, an adrenal medullary neoplasm.
Chemical data
- Formula
- C10H15NO3
- Molecular weight
- 197.23 g/mol
- IUPAC name
- 4-[1-hydroxy-2-(methylamino)ethyl]-2-methoxyphenol
- SMILES
- CNCC(C1=CC(=C(C=C1)O)OC)O
- InChIKey
- JWJCTZKFYGDABJ-UHFFFAOYSA-N
- XLogP
- -1
- Polar surface area
- 61.7 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,375 papers- Pheochromocytoma. Preoperative approach.Medicina clinica · 2024
- Biochemical Assessment of Pheochromocytoma and Paraganglioma.Endocrine reviews · 2023
- The Effectiveness of Metanephrine-Based Compared with Cortisol-Based Measurements to Assess Selectivity and Lateralization of Adrenal Vein Sampling in Primary Aldosteronism: A Systematic Review.Journal of vascular and interventional radiology : JVIR · 2025
- Advances in metanephrine testing for the diagnosis of pheochromocytoma.Clinics in laboratory medicine · 2004
- Pheochromocytoma and Pregnancy.Endocrinology and metabolism clinics of North America · 2019
via PubMed
Wikidata facts
- Mass
- 197.105193
Show 2 more facts
- chemical formula
- C₁₀H₁₅NO₃
- canonical SMILES
- CNCC(C1=CC(=C(C=C1)O)OC)O
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Metanephrine, also known as metadrenaline, is a metabolite of epinephrine (also known as adrenaline) created by action of catechol-O-methyl transferase on epinephrine. An article in the Journal of the American Medical Association, 2002, indicated that the measurement of plasma free levels of the metanephrines group of molecules (including metanephrine and normetanephrine) is the best tool in the diagnosis of pheochromocytoma, an adrenal medullary neoplasm.
Image:Adrenalin - Adrenaline.svg|epinephrine
Excerpted from Wikipedia’s “metanephrine” article, available under the CC BY-SA 4.0 licence.