Tetrahydropapaveroline

Source: Wikipedia, the free encyclopedia.
Tetrahydropapaveroline
Names
IUPAC name
1-[(3,4-dihydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
Other names
Norlaudanosoline; Tetrahydroxypapaveroline
Identifiers
3D model (
JSmol
)
ECHA InfoCard
100.158.898 Edit this at Wikidata
UNII
  • InChI=1S/C16H17NO4/c18-13-2-1-9(6-14(13)19)5-12-11-8-16(21)15(20)7-10(11)3-4-17-12/h1-2,6-8,12,17-21H,3-5H2
    Key: ABXZOXDTHTTZJW-UHFFFAOYSA-N
  • C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC(=C(C=C3)O)O
Properties
C16H17NO4
Molar mass 287.315 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrahydropapaveroline (norlaudanosoline) is a benzyltetrahydroisoquinoline alkaloid.[1]

It can be formed in trace amounts in the brain by a condensation reaction of dopamine and dopaldehyde (a metabolite of dopamine).[1][2]

It inhibits dopamine uptake within the cerebral cortex.[3]

References