Homovanillyl alcohol

Homovanillyl alcohol^[1]
Names

IUPAC name 4-(2-Hydroxyethyl)-2-methoxyphenol
Other names Homovanillic alcohol; MOPET; 3-Methoxy-4-hydroxyphenylethanol; 3-Methoxy-4-hydroxyphenethyl alcohol; 4-Hydroxy-3-methoxyphenethanol, 4-Hydroxy-3-methoxyphenethyl alcohol
Identifiers
CAS Number	2380-78-1^Y
ChemSpider	16039^N
Jmol interactive 3D	Image
PubChem	16928
InChI InChI=1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3^N Key: XHUBSJRBOQIZNI-UHFFFAOYSA-N^N InChI=1/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3 Key: XHUBSJRBOQIZNI-UHFFFAOYAP
SMILES Oc1ccc(cc1OC)CCO
Properties
Chemical formula	C₉H₁₂O₃
Molar mass	168.19 g/mol
Melting point	40 to 42 °C (104 to 108 °F; 313 to 315 K)
Hazards
R-phrases	R36/37/38
S-phrases	S26 S36
Flash point	113 °C (235 °F; 386 K)
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

Homovanillyl alcohol is a metabolite of hydroxytyrosol, which in turn is a metabolite of the neurotransmitter dopamine.

References

↑ Homovanillyl alcohol at Sigma-Aldrich

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

This article is issued from Wikipedia - version of the Monday, November 02, 2015. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.

Homovanillyl alcohol

See also

References