Normetanephrine, also called normetadrenaline,[1] 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.

Normetanephrine
Names
IUPAC name
4-(2-amino-1-hydroxy-ethyl)- 2-methoxy-phenol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
MeSH Normetanephrine
UNII
  • InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3 checkY
    Key: YNYAYWLBAHXHLL-UHFFFAOYSA-N checkY
  • InChI=1/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3
    Key: YNYAYWLBAHXHLL-UHFFFAOYAR
  • Oc1ccc(cc1OC)C(O)CN
Properties
C9H13NO3
Molar mass 183.204 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Norepinephrine degradation. Normetanephrine is shown at top left. Enzymes are shown in boxes.[2]

References

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  1. ^ "Human Metabolome Database: Showing metabocard for Normetanephrine (HMDB0000819)". hmdb.ca. Retrieved 2023-11-17.
  2. ^ Figure 11-4 in: Flower, R.; Rang, H. P.; Dale, M. M.; Ritter, J. M. (2007). Rang & Dale's Pharmacology. Edinburgh: Churchill Livingstone. ISBN 978-0-443-06911-6.