ChemicalBook--->CAS DataBase List--->486-39-5

486-39-5

486-39-5 Structure

486-39-5 Structure
IdentificationBack Directory
[Name]

coclaurine
[CAS]

486-39-5
[Synonyms]

Caclaurine
(S)-colaurine
(S)-Coclaurine
(RS)-coclaurine
(S)-1-(4-Hydroxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-7-ol
[S,(+)]-1,2,3,4-Tetrahydro-1-(4-hydroxybenzyl)-6-methoxyisoquinolin-7-ol
(1S)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol
7-Isoquinolinol,1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-, (1S)-
[Molecular Formula]

C17H19NO3
[MOL File]

486-39-5.mol
[Molecular Weight]

285.34
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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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