Dihydroxyphenylethylene glycol

Dihydroxyphenylethylene glycol
Names

Preferred IUPAC name 4-(1,2-Dihydroxyethyl)benzene-1,2-diol
Other names 3,4-Dihydroxyphenylglycol; DOPEG; DHPG
Identifiers
CAS Number	3343-19-9
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:1387
ChemSpider	82648
ECHA InfoCard	100.044.768
KEGG	C05576
MeSH	Dihydroxyphenylethylene+glycol
PubChem CID	91528
UNII	UEH9K539KJ
CompTox Dashboard (EPA)	DTXSID20865451
InChI InChI=1S/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2Key: MTVWFVDWRVYDOR-UHFFFAOYSA-N InChI=1/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2Key: MTVWFVDWRVYDOR-UHFFFAOYAY
SMILES C1=CC(=C(C=C1C(CO)O)O)O Oc1ccc(cc1O)C(O)CO
Properties
Chemical formula	C₈H₁₀O₄
Molar mass	170.164 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

3,4-Dihydroxyphenylethylene glycol (DOPEG), also known as 3,4-dihydroxyphenylglycol (DHPG), is a metabolite of norepinephrine through monoamine oxidase.

References

Jimerson, D. C.; Markey, S. P.; Oliver, J. A.; Kopin, I. J. (1981). "Simultaneous measurement of plasma 4-hydroxy-3-methoxyphenylethlene glycol and 3,4-dihydroxyphenylethylene glycol by gas chromatography mass spectrometry". Biological Mass Spectrometry. 8 (6): 256–259. doi:10.1002/bms.1200080606. ISSN 1052-9306.

Neurotransmitter metabolic intermediates

Catecholamines

Anabolism

Phenylalanine → Tyrosine → DOPA (levodopa) → Dopamine → Norepinephrine → Epinephrine

Catabolism

Dopamine	3,4-Dihydroxyphenylacetaldehyde (DOPAL) 3,4-Dihydroxyphenylacetic acid (DOPAC) Homovanillyl alcohol Hydroxytyrosol (3,4-dihydroxyphenylethanol; DOPET) 3-Methoxytyramine (3-MT) Homovanillic acid (HVA)
Norepinephrine	3,4-Dihydroxyphenylglycolaldehyde (DOPEGAL, DHMAL) 3,4-Dihydroxymandelic acid (DHMA) Normetanephrine 3-Methoxy-4-hydroxymandelaldehyde (MHMAL) Vanillylmandelic acid (VMA) 3,4-Dihydroxyphenylethylene glycol (DOPEG, DHPG) 3-Methoxy-4-hydroxyphenylglycol (MHPG, MOPEG)
Epinephrine	3,4-Dihydroxyphenylglycolaldehyde (DOPEGAL, DHMAL) Metanephrine 3-Methoxy-4-hydroxymandelaldehyde (MHMAL)

Tryptophan→Serotonin

Anabolism	Tryptophan 5-Hydroxytryptophan (5-HTP)
Catabolism	5-Hydroxyindoleacetaldehyde (5-HIAL) 5-Hydroxyindoleacetic acid (5-HIAA) 5-Hydroxytryptophol (5-HTOL)

Serotonin→Melatonin

Trace amines

GABA

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