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gigantine
Sign in to saveGigantine is a tetrahydroisoquinoline alkaloid found in Carnegiea gigantea and other related cactus species. It was first discovered along with macromerine in 1967. Gigantine is found in significant quantities in many mescaline-containing cactus species, but it is unclear whether it contributes to their psychoactive effects. The compound has been suspected to be hallucinogenic based on animal studies in cats and monkeys, but has not been evaluated in humans.
In the Vinony graph
Within Vinony's link graph, gigantine is referenced by 1,092 other articles, and connects out to 2C-G, D-methamphetamine and benzylamine.
It sits within the topics Chembox image size set, Chemical articles with multiple compound IDs and Methyl compounds.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C13H19NO3
- Molecular weight
- 237.29 g/mol
- IUPAC name
- (1S)-6,7-dimethoxy-1,2-dimethyl-3,4-dihydro-1H-isoquinolin-5-ol
- SMILES
- C[C@H]1C2=CC(=C(C(=C2CCN1C)O)OC)OC
- InChIKey
- HRJQUAXWKYISJC-QMMMGPOBSA-N
- XLogP
- 1.8
- Polar surface area
- 41.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 237.136493
Show 4 more facts
- chemical formula
- C₁₃H₁₉NO₃
- isomeric SMILES
- C[C@H]1C2=CC(=C(C(=C2CCN1C)O)OC)OC
- canonical SMILES
- CC1C2=CC(=C(C(=C2CCN1C)O)OC)OC
- found in taxon
- Carnegiea gigantea
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Gigantine is a tetrahydroisoquinoline alkaloid found in Carnegiea gigantea and other related cactus species. It was first discovered along with macromerine in 1967. Gigantine is found in significant quantities in many mescaline-containing cactus species, but it is unclear whether it contributes to their psychoactive effects. The compound has been suspected to be hallucinogenic based on animal studies in cats and monkeys, but has not been evaluated in humans.
==See also== Substituted tetrahydroisoquinoline
Excerpted from Wikipedia’s “gigantine” article, available under the CC BY-SA 4.0 licence.