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Harmaline

Harmaline, also known as 7-methoxyharmalan or as 3,4-dihydro-7-methoxy-1-methyl-β-carboline, is a harmala alkaloid and β-carboline which has hallucinogenic effects and monoamine oxidase inhibitor (MAOI) activity. It is the partly hydrogenated form of harmine.

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3D model (JSmol)
Interactive image
ATC code
None
CAS Number
304-21-2 Y
ChEBI
CHEBI:28172 Y
ChEMBL
ChEMBL340807 Y
ChemSpider
10211258 Y

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Pharmacology

Chemistry

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Harmaline

Nodes84
Edges83
Triples70
Avg. degree1.98
Density0.02381
Components1

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Harmaline

Top relations

related to As a hallucinogen · 8
Harmaline → According, Alexander Shulgin, Conversely, However, LSD, Taken, The, THH
related to Pharmacodynamics · 8
Harmaline → DOM, However, HT2A, HT2C, I2, Ki, On, Unlike
related to As a MAOI · 6
Harmaline → DMT, Harmaline-containing, MAO-A, MAOI, RIMA, The
related to External links · 5
Harmaline → ErowidHarmaline, Isomer Design, Isomer DesignHarmaline, PsychonautWikiHarmala Alkaloids, TiHKAL
related to Natural occurrence · 5
Harmaline → Banisteriopsis, Peganum, Present, Syrian, Various
related to Interactions · 4
Harmaline → MAOIs, RIMA, Since, This
Legal status · 2
Harmaline → AU: S9 (Prohibited substance), CA: Schedule III
is a · 2
Harmaline → only harmala alkaloid that has a reputation of being hallucinogenic, RIMA
related to history · 2
Harmaline → Richard Manske, The
3D model (JSmol) · 1
Harmaline → Interactive image

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Important terminology

harmala effects alkaloids also ibogaine hallucinogenic harmine plants monoamine oxidase schedule serotonin orally syrian rue duration dmt humans first chemical

Entity relationships Subject–Predicate–Object triples

SubjectPredicateObjectConfidenceSrc
Harmaline3D model (JSmol)Interactive image1.00infobox
HarmalineATC codeNone1.00infobox
HarmalineCAS Number304-21-2 Y1.00infobox
HarmalineChEBICHEBI:28172 Y1.00infobox
HarmalineChEMBLChEMBL340807 Y1.00infobox
HarmalineChemSpider10211258 Y1.00infobox
HarmalineCompTox Dashboard (EPA)DTXSID80410381.00infobox
HarmalineDrug classHallucinogen; Oneirogen; Monoamine oxidase inhibitor; Reversible inhibitor of MAO-A1.00infobox
HarmalineDuration of actionOral: 5–8 hours IV: "Much shorter" (than oral)1.00infobox
HarmalineECHA InfoCard100.005.5941.00infobox
HarmalineElimination half-life2 hours1.00infobox
HarmalineFormulaC13H14N2O1.00infobox
HarmalineKEGGC06536 Y1.00infobox
HarmalineLegal statusAU: S9 (Prohibited substance)1.00infobox
HarmalineLegal statusCA: Schedule III1.00infobox
HarmalineMelting point232 to 234 °C (450 to 453 °F)1.00infobox
HarmalineMolar mass214.268 g·mol−11.00infobox
HarmalineOnset of actionOral: 1–2 hours IVTooltip Intravenous injection: Seconds1.00infobox
HarmalineOther names7-Methoxyharmalan; 7-MeO-harmalan; 7-OMe-harmalan; 7-Methoxy-3,4-dihydroharman; 3,4-Dihydroharmine; 3,4-Dihydro-7-methoxy-1-methyl-β-carboline; Harmadine1.00infobox
HarmalinePubChem CID52809511.00infobox
HarmalineRoutes of administrationOral, intravenous1.00infobox
HarmalineUNIICN58I4TOET1.00infobox
Harmalineis aonly harmala alkaloid that has a reputation of being hallucinogenic0.90text
Harmalineis aRIMA0.90text

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