Normetanephrine

Normetanephrine
Names

IUPAC name 4-(2-amino-1-hydroxy-ethyl)- 2-methoxy-phenol
Identifiers
CAS Number	97-31-4^Y
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL774^Y
ChemSpider	1200^Y
IUPHAR/BPS	6643
MeSH	Normetanephrine
PubChem	1237
InChI 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^Y Key: YNYAYWLBAHXHLL-UHFFFAOYSA-N^Y 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
SMILES Oc1ccc(cc1OC)C(O)CN
Properties
Chemical formula	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).
Y verify (what is ^YN ?)
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.

Norepinephrine degradation. Normetanephrine is shown at top left. Enzymes are shown in boxes.^[1]

References

↑ Figure 11-4 in: Flower, R.; Rang, H. P.; Dale, M. M.; Ritter, J. M. (2007). Rang & Dale's Pharmacology. Edinburgh: Churchill Livingstone. ISBN 0-443-06911-5.

Blood

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	S100 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 Tumor-associated glycoprotein 72

Hepatocellular carcinoma	Alpha-fetoprotein/AFP-L3

Reproductive/
urinary/
breast

Ovarian tumor	Surface epithelial-stromal tumor CA-125 EC CD30 hCG EST Alpha-fetoprotein Choriocarcinoma hCG Dysgerminoma LDH Sertoli-Leydig cell tumour Testosterone GCT Inhibin

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 GOLM1 PCA3 TMPRSS2

Germ cell tumor	NANOG

Bladder cancer	erbB-3 receptor NMP22

Breast cancer	CA 15-3 erbB-2 receptor erbB-3 receptor Cathepsin D Ca 27-29

General histology

Musculoskeletal

Rhabdomyosarcoma	Desmin

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

This article is issued from Wikipedia - version of the 6/4/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.