Laudanosine
AlkaPlorer ID: AK005613
Synonym: '', 'L-Laudanosine', 'Laudanosine', 'MLS002634637', 'O-Methylcodamine', 'MLS000060551', 'L-(+)-Laudanosine', 'SMR000064381'
IUPAC Name: (1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
Structure
SMILES: COC1=CC=C(C[C@H]2C3=CC(OC)=C(OC)C=C3CCN2C)C=C1OC
InChI: InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3/t17-/m0/s1
InChIKey: KGPAYJZAMGEDIQ-KRWDZBQOSA-N
Reference
Alkaloids from Papaver setigerum DC.
PubChem CID: 73397
CAS: 2688-77-9
LOTUS: LTS0049787
NPASS: NPC188163
Source
Properties Information
Molecule Weight: 357.45000000000016
TPSA？: 40.16
MolLogP？: 3.492700000000003
Number of H-Donors: 0
Number of H-Acceptors: 5
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Cytochrome P450 1A2 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C19 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | 6309.57 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 6309.6 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 12589.3 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | AC50 | nan | None | None |
| Homo sapiens | Histone acetyltransferase GCN5 | Potency | 8912.5 | nM | None |
| Homo sapiens | Prelamin-A/C | Potency | 316.2 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 15848.9 | nM | None |
| None | Unchecked | IC50 | nan | None | 10.1016/j.ejmech.2020.112982 |