Gigantine

Gigantine is a tetrahydroisoquinoline alkaloid found in Carnegiea gigantea and other related cactus species.^[1][2] It was first discovered along with macromerine in 1967.^[3] Gigantine is found in significant quantities in many mescaline-containing cactus species, but it is unclear whether it contributes to their psychoactive effects.^[1] The compound has been suspected to be hallucinogenic based on animal studies in cats and monkeys, but has not been evaluated in humans.^[4][3]

Quick facts Names, Identifiers ...

Gigantine

Names
IUPAC name 6,7-dimethoxy-1,2-dimethyl-3,4-dihydro-1H-isoquinolin-5-ol
Other names 1,2-Dimethyl-5-hydroxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
Identifiers
CAS Number	32829-58-6
3D model (JSmol)	Interactive image Interactive image
ChemSpider	533407
KEGG	C09445
PubChem CID	613653
UNII	5QO2DDT36D
CompTox Dashboard (EPA)	DTXSID70331777
InChI InChI=1S/C13H19NO3/c1-8-10-7-11(16-3)13(17-4)12(15)9(10)5-6-14(8)2/h7-8,15H,5-6H2,1-4H3 Key: HRJQUAXWKYISJC-UHFFFAOYSA-N InChI=1S/C13H19NO3/c1-8-10-7-11(16-3)13(17-4)12(15)9(10)5-6-14(8)2/h7-8,15H,5-6H2,1-4H3/t8-/m0/s1 Key: HRJQUAXWKYISJC-QMMMGPOBSA-N
SMILES CC1C2=CC(=C(C(=C2CCN1C)O)OC)OC C[C@H]1C=2C(=C(O)C(OC)=C(OC)C2)CCN1C
Properties
Chemical formula	C13H19NO3
Molar mass	237.299 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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