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Pinoline is a methoxylated tryptoline that is produced in the pineal gland during the metabolism of melatonin. Its IUPAC name is 6-methoxy-1,2,3,4-tetrahydro-β-carboline, usually abbreviated as 6-MeO-THBC, and its more common name is a combination of "pineal beta-carboline". The biological activity of this molecule is of interest as a potential free radical scavenger, also known as an antioxidant, and as a monoamine oxidase A inhibitor.

Bausch & Lomb filed a patent for this molecule as a potential drug delivery device to treat various opthalmic disorders in 2006.

Production in mammals
Synthesis in the pineal gland, structurally related to melatonin, is a beta-carboline, what beta-carbolines do, how pinoline has been confirmed to play a role in those processes

Pinoline is synthesized in the pineal gland and can be synthesized from serotonin through the same 5-hydroxyindole-O-methyltransferase enzyme that is active in the production of melatonin. Pinoline can also be formed from melatonin using the aryl acylamidase enzyme. Due to its structural relation to melatonin, pinoline has been studied in vitro and in vivo in many of the same bioactivities that melatonin participates in.

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Process
indication in the inhibition of the re-uptake of serotonin and norepinephrine once it inhibits the activity of monoamine oxidase A, creating a build-up of these neurotransmitters in the synapses, also reducing the uptake of serotonin in the CNS

Effects
a build-up of these neurotransmitters in synapses has shown anti-depressant effects; discuss studies that have shown the anti-depressant effects in rats

Antioxidant
most of the research surrounding this molecule have been in its antioxidant effects and how those effects compare to melatonin and other beta-carbolines

mention the significance of having antioxidants in the brain, csf, retinas; pinoline protects against glutamate, NO, OH

the debate between the effects of pinoline versus melatonin in vivo and in vitro

Side effects
Acts much like melatonin, effects circadian rhythm, development of genital organs, might influence the periodicity of REM sleep

in chronic doses, can reduce the weight of the pituitary gland, the ovaries, and the uterus; increase the weights of the adrenal glands.