coclaurine Chemical Properties

Melting point:

220-221°

Boiling point:

427.77°C (rough estimate)

Density 

1.0864 (rough estimate)

refractive index 

1.5400 (estimate)

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Powder

pka

10.00±0.15(Predicted)

color 

White to off-white

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

InChIKey

LVVKXRQZSRUVPY-HNNXBMFYSA-N

SMILES

[C@H]1(CC2=CC=C(O)C=C2)C2=C(C=C(OC)C(O)=C2)CCN1

coclaurine Usage And Synthesis

Uses

Coclaurine is a class of tetrahydroisoquinoline alkaloids that can be isolated from Sarcopetalum harveyanum. Coclaurine is a nicotinic acetylcholine receptor (nAChRs) antagonist[1][2].

Definition

ChEBI: The (S)-enantiomer of coclaurine.

target

Calcium Channel

References

[1] Sowemimo BO, et al. The isolation of stepharine and coclaurine from Sarcopetalum harveyanum. Lloydia. 1972 Mar;35(1):90-1. PMID:5037484
[2] Matthew J. Cheesman . Oceania: Antidepressant Medicinal Plants. Herbal Medicine in Depression. 2016, 483-527.

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