Normetanephrine

Metabolite of norepinephrine excreted in the urine and found in certain tissues.

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Normetanephrine
IUPAC name	4-(2-amino-1-hydroxy-ethyl)- 2-methoxy-phenol
Identifiers
CAS number	97-31-4
PubChem	1237
MeSH	Normetanephrine
SMILES	COc1cc(ccc1O)[C@@H](O)CN
ChemSpider ID	1200
Properties
Molecular formula	C9H13NO3
Molar mass	183.204 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Normetanephrine 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.

v • d • e Tumor markers Blood Lymphoma Neprilysin Lymphosarcoma CD3 · CD79a Endocrine Thyroid cancer Thyroglobulin · Medullary thyroid cancer (Calcitonin, Carcinoembryonic antigen) Pheochromocytoma Normetanephrine · Enolase 2 Neuroendocrine tumors Synaptophysin · Chromogranin A Neuroblastoma Homovanillic acid Nervous system Brain tumor PCNA Astrocytoma Glial fibrillary acidic protein NC/Melanoma S-100 protein · Melanoma inhibitory activity Cardiovascular/ respiratory Lung cancer Carcinoembryonic antigen · Enolase 2 · Autocrine motility factor Hemangiosarcoma (endothelium) Factor VIII Digestive Colorectal cancer CA19-9 · Carcinoembryonic antigen Pancreatic cancer CA19-9 · Carcinoembryonic antigen · CA 242 · CA 72-4 Hepatocellular carcinoma Alpha-fetoprotein/AFP-L3 Reproductive/ urinary/ breast Ovarian cancer CA-125 · CD30 Testicular cancer βhCG · Alpha-fetoprotein/AFP-L3 · CD30 Prostate cancer Prostate specific antigen · Prostatic acid phosphatase · Glutamate carboxypeptidase II · erbB-3 receptor · Early prostate cancer antigen-2 · SPINK1 · GOLPH2 · PCA3 Germ cell tumor NANOG Bladder cancer erbB-3 receptor · NMP22 Breast cancer CA 15-3 · erbB-2 receptor · erbB-3 receptor · Cathepsin D General histology Sarcoma Vimentin Carcinoma (epithelium) Cytokeratin Musculoskeletal Rhabdomyosarcoma Desmin Note: all are peptide except normetanephrine and PCA3.

v • d • e Neurotransmitter metabolic intermediates catecholamines Anabolism (tyrosine→epinephrine) Tyrosine → Levodopa → Dopamine → Norepinephrine → Epinephrine Catabolism/ metabolites dopamine: DOPAL · DOPAC · MOPET · Hydroxytyrosol · 3-Methoxytyramine · Homovanillic acid norepinephrine: 3,4-Dihydroxymandelic acid · Normetanephrine · Vanillylmandelic acid · 3-Methoxy-4-hydroxyphenylglycol · Dihydroxyphenylethylene glycol epinephrine: Metanephrine tryptophan→serotonin anabolism: 5-Hydroxytryptophan catabolism: 5-Hydroxyindoleacetic acid serotonin→melatonin Normelatonin see also enzymes

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