3-Methoxy-4-hydroxyphenylglycol

3-Methoxy-4-hydroxyphenylglycol
Names

IUPAC name 1-(4-Hydroxy-3-methoxyphenyl) ethane-1,2-diol
Other names MHPG
Identifiers
CAS Number	67423-45-4^N
ChemSpider	10348^Y
Jmol interactive 3D	Image Image
KEGG	C05594^Y
MeSH	Methoxyhydroxyphenylglycol
PubChem	10805
InChI InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3^Y Key: FBWPWWWZWKPJFL-UHFFFAOYSA-N^Y InChI=1/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3 Key: FBWPWWWZWKPJFL-UHFFFAOYAR
SMILES COC1=C(C=CC(=C1)C(CO)O)O Oc1ccc(cc1OC)C(O)CO
Properties
Chemical formula	C₉H₁₂O₄
Molar mass	184.18918
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

3-Methoxy-4-hydroxyphenylglycol (MHPG, MOPEG) is a metabolite of norepinephrine degradation. In the brain, it is the principal norepinephrine metabolite. It is released into the blood and cerebrospinal fluid,^[1] and a blood sample of it may therefore be an indication of recent sympathetic nervous system activity.

Low levels of it in the blood and CSF are connected to Anorexia nervosa.

Norepinephrine degradation. 3-Methoxy-4-hydroxyphenylglycol is shown at right. Enzymes are shown in boxes.^[2]

References

↑ Increase in cerebrospinal fluid and plasma levels of 3-methoxy-4- hydroxyphenylglycol in acute stroke T Kanda, K Azuma, F Sakai and Y Tazaki. Department of Internal Medicine, School of Medicine, Kitasato University, Sagamihara, Japan.
↑ Figure 11-4 in: Rod Flower; Humphrey P. Rang; Maureen M. Dale; Ritter, James M. (2007). Rang & Dale's pharmacology. Edinburgh: Churchill Livingstone. ISBN 0-443-06911-5.

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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