Higenamine; (S)-form, O4',O6,O7,N-Tetra-Me
AlkaPlorer ID: AK300412
Synonym: (+)-O-Methylarmepavine
IUPAC Name: 6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinoline
Structure
SMILES: COC1=CC=C(CC2C3=CC(OC)=C(OC)C=C3CCN2C)C=C1
InChI: InChI=1S/C20H25NO3/c1-21-10-9-15-12-19(23-3)20(24-4)13-17(15)18(21)11-14-5-7-16(22-2)8-6-14/h5-8,12-13,18H,9-11H2,1-4H3
InChIKey: LZJWNVLTWYMMDJ-UHFFFAOYSA-N
Reference
Secondary and tertiary isoquinoline alkaloids from Xylopia parviflora
PubChem CID: 259676
CAS: 3423-02-7
LOTUS: LTS0182635
NPASS: NPC314682
COCONUT: CNP0161961.2
Source
Properties Information
Molecule Weight: 327.4240000000001
TPSA？: 30.93
MolLogP？: 3.4841000000000024
Number of H-Donors: 0
Number of H-Acceptors: 4
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | ECa-109 cell line | Activity | 96.3 | % | 10.1021/acs.jmedchem.2c02061 |
| Homo sapiens | ECa-109 cell line | FC | 7.4 | None | 10.1021/acs.jmedchem.2c02061 |
| Homo sapiens | ECa-109 cell line | IC50 | 922.3 | nM | 10.1021/acs.jmedchem.2c02061 |
| Rattus norvegicus | Adrenergic receptor alpha-1 | Ki | 7943.28 | nM | 10.1021/np030022+ |
| Rattus norvegicus | Aorta | IC50 | 14791.08 | nM | 10.1021/np030022+ |
| Rattus norvegicus | Aorta | IC50 | 66069.34 | nM | 10.1021/np030022+ |
| Rattus norvegicus | Voltage-gated L-type calcium channel | Ki | 4168.69 | nM | 10.1021/np030022+ |