| Identification | Back 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 Properties | Back 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 Information | Back 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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