Structure via PubChem · Public domain (PubChem)
normetanephrine
Sign in to saveAlso known as N111, Dl-N-Normetanephrine, Dl-Normetanephrine, alpha-(Aminomethyl)-4-hydroxy-3-methoxy-Benzenemethanol, (+/-)-Normetanephrine, L-Normetanephrine, 3-Methoxy-Noradrenaline, Normetadrenaline
Normetanephrine, also called normetadrenaline, is a metabolite of norepinephrine created by action of catechol-O-methyl transferase on norepinephrine. It is excreted in the urine and found in certain tissues. It is a marker for catecholamine-secreting tumors such as pheochromocytoma.
Chemical data
- Formula
- C9H13NO3
- Molecular weight
- 183.2 g/mol
- IUPAC name
- 4-(2-amino-1-hydroxyethyl)-2-methoxyphenol
- SMILES
- COC1=C(C=CC(=C1)C(CN)O)O
- InChIKey
- YNYAYWLBAHXHLL-UHFFFAOYSA-N
- XLogP
- -0.9
- Polar surface area
- 75.7 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
2,327 papers- High specificity and sensitivity of spot urine normetanephrine-to-creatinine ratios in the diagnosis of canine pheochromocytoma.Journal of the American Veterinary Medical Association · 2025
- Colorimetric detection of normetanephrine, a pheochromocytoma biomarker, using bifunctionalised gold nanoparticles.Analytica chimica acta · 2019
- [Metanephrine (M), normetanephrine (NM) and fractionated metanephrines].Nihon rinsho. Japanese journal of clinical medicine · 2005
- [Metanephrine (M) and normetanephrine (NM)].Nihon rinsho. Japanese journal of clinical medicine · 1999
- [Metanephrine (M) and normetanephrine (NM)].Nihon rinsho. Japanese journal of clinical medicine · 1995
via PubMed
Wikidata facts
- Mass
- 183.089543
Show 3 more facts
- chemical formula
- C₉H₁₃NO₃
- canonical SMILES
- COC1=C(C=CC(=C1)C(CN)O)O
- found in taxon
- Solanum
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Normetanephrine, also called normetadrenaline, is a metabolite of norepinephrine created by action of catechol-O-methyl transferase on norepinephrine. It is excreted in the urine and found in certain tissues. It is a marker for catecholamine-secreting tumors such as pheochromocytoma.
thumb|left|350px|class=skin-invert-image|Norepinephrine degradation. Normetanephrine is shown at top left. Enzymes are shown in boxes.
Excerpted from Wikipedia’s “normetanephrine” article, available under the CC BY-SA 4.0 licence.