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3-Methoxy-4-hydroxyphenylglycol

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3-Methoxy-4-hydroxyphenylglycol
Names
IUPAC name 1-(4-Hydroxy-3-methoxyphenyl) ethane-1,2-diol
Other names MHPG
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
KEGG
MeSH Methoxyhydroxyphenylglycol
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3Key: FBWPWWWZWKPJFL-UHFFFAOYSA-N
  • InChI=1/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3Key: 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 , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

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, 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.

References

  1. 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.
  2. 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.{{cite book}}: CS1 maint: multiple names: authors list (link)
Neurotransmitter metabolic intermediates
Catecholamines
Anabolism
Catabolism
Dopamine
Norepinephrine
Epinephrine
TryptophanSerotonin
Anabolism
Catabolism
SerotoninMelatonin
Trace amines
GABA
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