Coclaurine

Coclaurine
Names
	Preferred IUPAC name (1S)-1-[(4-Hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
Identifiers
CAS Number	486-39-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	141028;
KEGG	C06161 ;
PubChem CID	160487;
UNII	CW1576313Y ;
CompTox Dashboard (EPA)	DTXSID60197561 ;
	InChI InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1 Key: LVVKXRQZSRUVPY-HNNXBMFYSA-N; InChI=1/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1 Key: LVVKXRQZSRUVPY-HNNXBMFYBJ;
	SMILES COC1=C(C=C2[C@@H](NCCC2=C1)CC3=CC=C(C=C3)O)O;
Properties
Chemical formula	C17H19NO3
Molar mass	285.343 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

Coclaurine is a nicotinic acetylcholine receptor antagonist^[1] which has been isolated from a variety of plant sources including Nelumbo nucifera, Sarcopetalum harveyanum,^[2] Ocotea duckei,^[3] and others. It belongs to the class of tetrahydroisoquinoline alkaloids. Dimerization of coclaurine leads to the biscoclaurine alkaloids such as cepharanthine.

Metabolism