Higenamine; (S)-form, O4',O6,O7-Tri-Me
AlkaPlorer ID: AK300407
Synonym: None
IUPAC Name: 4-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]phenol
Structure
SMILES: COC1=CC2=C(C=C1OC)C(CC1=CC=C(O)C=C1)NCC2
InChI: InChI=1S/C18H21NO3/c1-21-17-10-13-7-8-19-16(15(13)11-18(17)22-2)9-12-3-5-14(20)6-4-12/h3-6,10-11,16,19-20H,7-9H2,1-2H3
InChIKey: NKBBUUNAVOMVER-UHFFFAOYSA-N
Reference
Alkaloids of Nelumbo lutea (Willd.) pers. (Nymphaeaceae)
PubChem CID: 317405
CAS: 3195-01-5
LOTUS: LTS0101241
NPASS: NPC60538
COCONUT: CNP0115312.2
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Nelumbo lutea | Nelumbo | Nelumbonaceae | Proteales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 299.37000000000006
TPSA？: 50.72
MolLogP？: 2.8389000000000006
Number of H-Donors: 2
Number of H-Acceptors: 4
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | IC50 | 100000.0 | nM | 10.1016/j.bmcl.2014.03.058 |
| Equus caballus | Cholinesterase | IC50 | 39700.0 | nM | 10.1016/j.bmcl.2014.03.058 |
| Escherichia coli K-12 | Beta-lactamase AmpC | Potency | 707.9 | nM | None |
| Homo sapiens | Acetylcholinesterase | IC50 | 100000.0 | nM | 10.1016/j.bmcl.2014.03.058 |
| Homo sapiens | Amyloid-beta A4 protein | Inhibition | 36.0 | % | 10.1016/j.bmcl.2014.03.058 |
| Homo sapiens | Butyrylcholinesterase | IC50 | 46770.0 | nM | 10.1016/j.bmcl.2014.03.058 |
| Homo sapiens | Geminin | Potency | 517.4 | nM | None |
| Homo sapiens | Geminin | Potency | 20596.2 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 5623.4 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 4610.9 | nM | None |
| Influenza A virus | Nonstructural protein 1 | Potency | 22387.2 | nM | None |
| Rattus norvegicus | Adrenergic receptor alpha-1 | Ki | 5888.44 | nM | 10.1021/np030022+ |
| Rattus norvegicus | Aorta | Activity | 95.7 | % | 10.1021/np960354x |
| Rattus norvegicus | Aorta | Activity | 103.0 | % | 10.1021/np960354x |
| Rattus norvegicus | Aorta | Activity | 107.8 | % | 10.1021/np960354x |
| Rattus norvegicus | Voltage-gated L-type calcium channel | pKi | nan | None | 10.1021/np030022+ |
| None | Platelet | Activity | 24.7 | % | 10.1021/np960354x |
| None | Platelet | Activity | 30.4 | % | 10.1021/np960354x |
| None | Platelet | Activity | 49.7 | % | 10.1021/np960354x |
| None | Platelet | Activity | 86.4 | % | 10.1021/np960354x |
| None | Unchecked | IC50 | 50000.0 | nM | None |
| None | Unchecked | Potency | 23109.3 | nM | None |
| None | Unchecked | Potency | 32642.7 | nM | None |