(S)-reticuline
AlkaPlorer ID: AK005847
Synonym: 'Reticuline', '(S)-Reticuline', '(+)-Reticuline', 'Reticline', 'L-(+)-Reticuline', '(+)-reticuline', '(S)-(+)-reticuline'
IUPAC Name: (1R)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
Structure
SMILES: COC1=CC=C(C[C@@H]2C3=CC(O)=C(OC)C=C3CCN2C)C=C1O
InChI: InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m1/s1
InChIKey: BHLYRWXGMIUIHG-OAHLLOKOSA-N
Reference
Alkaloids of<i>Croton celtidifolius</i>
PubChem CID: 440586
CAS: 3968-19-2
LOTUS: LTS0142027
NPASS: NPC428
data_source: manually
Source
Properties Information
Molecule Weight: 329.3960000000001
TPSA？: 62.16
MolLogP？: 2.8867000000000016
Number of H-Donors: 2
Number of H-Acceptors: 5
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | IC50 | nan | None | 10.1007/s00044-008-9122-3 |
| Electrophorus electricus | Acetylcholinesterase | Inhibition | 61.4 | % | 10.1007/s00044-008-9122-3 |
| Electrophorus electricus | Acetylcholinesterase | Inhibition | nan | % | 10.1007/s00044-008-9122-3 |
| Equus caballus | Cholinesterase | Inhibition | nan | % | 10.1007/s00044-008-9122-3 |
| Homo sapiens | A549 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | HCT-15 | IC50 | 26830.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | Mu opioid receptor | EC50 | nan | None | 10.1074/jbc.m703272200 |
| Homo sapiens | Mu opioid receptor | Emax | 15.9 | % | 10.1074/jbc.m703272200 |
| Homo sapiens | Mu opioid receptor | Ki | nan | None | 10.1074/jbc.m703272200 |
| Homo sapiens | SK-MEL-2 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | SK-OV-3 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |