Gigantine

Names
Preferred IUPAC name

(1S)-6,7-Dimethoxy-1,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-ol

Identifiers

CAS Number

* 32829-58-6 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 390724 N

PubChem CID

* 442237

UNII |

* 5QO2DDT36D Y

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/t8-/m0/s1 N

Key: HRJQUAXWKYISJC-QMMMGPOBSA-N N

* InChI=1/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-QMMMGPOBBT

SMILES

* O(c1cc2c(c(O)c1OC)CCN(C)[C@H]2C)C

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).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

Gigantine is an tetrahydroisoquinoline alkaloid found in Carnegiea gigantea and other related cacti.[1] Gigantine was first discovered along with macromerine in 1967.[2] It is found in significant quantities in many mescaline-containing cactus species, but it is unclear whether gigantine contributes in any way to their psychoactive effects.[3]

## References

1. ↑ Bruhn JG, Lundström J (1976). "Alkaloids of Carnegiea gigantea. Arizonine, a new tetrahydroisoquinoline alkaloid". Lloydia 39 (4): 197–203. PMID 957908.
2. ↑ "Two New Alkaloids in Cacti" [macromerine and gigantine] J E Hodgkins, Tetrahedron Lett., 14, 1321 (1967)
3. ↑ Shulgin AT, Perry WE. The Simple Plant Isoquinolines. Transform Press, 2002. ISBN:978-0-9630096-2-3

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/Gigantine. Read more

|

Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Gigantine&oldid=3181174"
*[CID]: Compound ID