(S)-coclaurine
AlkaPlorer ID: AK018225
Synonym: '', '(S)-1,2,3,4-Tetrahydro-1-(4-hydroxyphenyl)methyl-6-methoxy-7-isoquinolinol', 'SMR000156307', 'Sanjoinine K', 'Machiline', 'dl-Coclaurine', '1-(p-Hydroxybenzyl)-6-methoxy-7-hydroxy-1,2,3,4-tetrahydroisoquinoline', 'MLS000574945', '(+)-Coclaurine', '(R)-Coclaurine', '(S)-Coclaurine', '(+)-R-Coclaurine', '6-Methoxy-7-hydroxy-(1R)-(4-hydroxyphenyl)methyl-1,2,3,4-tetrahydroisoquinoline', 'Coclaurine', '(R)-1,2,3,4-Tetrahydro-1-(4-hydroxyphenyl)methyl-6-methoxy-7-isoquinolinol', 'DL-Coclaurine', '(-)-Coclaurine', 'd-Coclaurine', '(R)-coclaurine'
IUPAC Name: (1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
Structure
SMILES: COC1=CC2=C(C=C1O)[C@@H](CC1=CC=C(O)C=C1)NCC2
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-/m1/s1
InChIKey: LVVKXRQZSRUVPY-OAHLLOKOSA-N
Reference
Variability in Alkaloid Content of<i>Discaria pubescens</i>
PubChem CID: 440989
CAS: 2196-60-3
LOTUS: LTS0259496
NPASS: NPC76213
data_source: manually
Source
Properties Information
Molecule Weight: 285.3430000000001
TPSA？: 61.72
MolLogP？: 2.5359000000000007
Number of H-Donors: 3
Number of H-Acceptors: 4
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Human immunodeficiency virus | Human immunodeficiency virus | EC50 | 0.8 | ug.mL-1 | 10.1016/j.bmcl.2008.02.040 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 2800.0 | nM | 10.1021/np900821e |
| Rattus norvegicus | Dopamine D1 receptor | IC50 | 240.0 | nM | 10.1021/np980008a |
| Rattus norvegicus | Dopamine D2 receptor | IC50 | 130.0 | nM | 10.1021/np980008a |
| None | ADMET | TI | 125.0 | None | 10.1021/np900821e |