Metanephrine

This article is about Specific molecule "metanephrine". For Metanephrines group, see Metanephrines.

Metanephrine
Names

IUPAC name 4-(1-hydroxy-2-methylamino-ethyl)-2-methoxy-phenol
Identifiers
CAS Number	5001-33-2^Y
ChEMBL	ChEMBL775^Y
ChemSpider	19844^Y
IUPHAR/BPS	6644
Jmol interactive 3D	Image
MeSH	Metanephrine
PubChem	21100
InChI InChI=1S/C10H15NO3/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2/h3-5,9,11-13H,6H2,1-2H3^Y Key: JWJCTZKFYGDABJ-UHFFFAOYSA-N^Y InChI=1/C10H15NO3/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2/h3-5,9,11-13H,6H2,1-2H3 Key: JWJCTZKFYGDABJ-UHFFFAOYAB
SMILES Oc1ccc(cc1OC)C(O)CNC
Properties
Chemical formula	C₁₀H₁₅NO₃
Molar mass	197.231 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

Metanephrine (metadrenaline) is a metabolite of epinephrine (adrenaline) created by action of catechol-O-methyl transferase on epinephrine. An article in the Journal of the American Medical Association, 2002, indicated that the measurement of plasma free levels of the metanephrines group of molecules (including metanephrine and normetanephrine) is the best tool in the diagnosis of pheochromocytoma, an adrenal medullary neoplasm.^[1]

epinephrine

References

↑ Lenders J, Pacak K, Walther M, Linehan W, Mannelli M, Friberg P, Keiser H, Goldstein D, Eisenhofer G (2002). "Biochemical diagnosis of pheochromocytoma: which test is best?". JAMA 287 (11): 1427–34. doi:10.1001/jama.287.11.1427. PMID 11903030. Free full text with registration

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

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