Chemistry:Normetanephrine

Normetanephrine

Names
IUPAC name 4-(2-amino-1-hydroxy-ethyl)- 2-methoxy-phenol
Identifiers
CAS Number	97-31-4 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL774 Y
ChemSpider	1200 Y
IUPHAR/BPS	6643
MeSH	Normetanephrine
PubChem CID	1237
UNII	0J45DE6B88 Y
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, 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.

Norepinephrine degradation. Normetanephrine is shown at top left. Enzymes are shown in boxes.

References

{{Navbox

| name = Neurotransmitter metabolism intermediates
| title = Neurotransmitter metabolic intermediates
| state = autocollapse|
| listclass = hlist

| group1 = catecholamines
  | list1 = {{Navbox|child

  | group1 = Anabolism
(tyrosine→epinephrine)
  | list1 =

• Tyrosine → Levodopa → [[Chemistry:Dop[[Chemistry:Dopamine → Norepinephrine|Norepinephrine]] → Epinephrine

  | group2 = Catabolism/
metabolites

| list2 =

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

}} 

| group3 = tryptophan→serotonin

| list3 =

anabolism:	5-Hydroxytryptophan
catabolism:	5-Hydroxyindoleacetic acid

| group4 = serotonin→melatonin
| list4 =

• Normelatonin

}}