Anhalonine

Anhalonine
Names
	IUPAC name 4-methoxy-9-methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-h]isoquinoline
	Other names 1-Methyl-6-methoxy-7,8-methylenedioxy-1,2,3,4-tetrahydroisoquinoline; 1-Methyl-6-methoxy-7,8-methylenedioxy-THIQ
Identifiers
CAS Number	(S)-: 519-04-0;
3D model (JSmol)	Interactive image; (S)-: Interactive image;
ChemSpider	454230;
EC Number	208-260-9;
PubChem CID	520752;
CompTox Dashboard (EPA)	DTXSID50966223 ;
	InChI InChI=1S/C12H15NO3/c1-7-10-8(3-4-13-7)5-9(14-2)11-12(10)16-6-15-11/h5,7,13H,3-4,6H2,1-2H3 Key: YEGBVDVRKMCCON-UHFFFAOYSA-N; (S)-: InChI=1S/C12H15NO3/c1-7-10-8(3-4-13-7)5-9(14-2)11-12(10)16-6-15-11/h5,7,13H,3-4,6H2,1-2H3/t7-/m0/s1 Key: YEGBVDVRKMCCON-ZETCQYMHSA-N;
	SMILES CC1C2=C3C(=C(C=C2CCN1)OC)OCO3; (S)-: C[C@H]1C=2C3=C(C(OC)=CC2CCN1)OCO3;
Properties
Chemical formula	C12H15NO3
Molar mass	221.256 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

Anhalonine, also known as 1-methyl-6-methoxy-7,8-methylenedioxy-1,2,3,4-tetrahydroisoquinoline, is a tetrahydroisoquinoline alkaloid found in Lophophora williamsii (peyote) and many other cactus species.^[1]^[2]^[3] Peyote contains 3% anhalonine.^[3] It is known to be pharmacologically active and is said to be similar in its activity to anhalonidine.^[1]^[3]^[4] Arthur Heffter tried anhalonine via self-experimentation at an oral dose of 100 mg and found that it was inactive.^[5]^[3]^[4] Anhalonine was isolated from peyote by Louis Lewin in 1888 and was bioassayed by Heffter with his report published in 1898.^[3]

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