Higenamine; (±)-form, O6-Me
AlkaPlorer ID: AK300408
Synonym: (±)-Coclaurine
IUPAC Name: 1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-2-ium-7-ol
Structure
SMILES: COC1=CC2=C(C=C1O)C(CC1=CC=C(O)C=C1)[NH2+]CC2
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/p+1
InChIKey: LVVKXRQZSRUVPY-UHFFFAOYSA-O
Reference
Alkaloids of cocculus laurifolius D.C.
PubChem CID: 44229189
CAS: 2196-60-3
LOTUS: LTS0003620
NPASS: NPC133165
COCONUT: CNP0183208.2
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Dracaena cochinchinensis | Dracaena | Asparagaceae | Asparagales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 286.3510000000001
TPSA？: 66.3
MolLogP？: 1.5096999999999996
Number of H-Donors: 3
Number of H-Acceptors: 3
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Beta-glucocerebrosidase | Potency | 14125.4 | nM | None |
| Homo sapiens | Geminin | Potency | 580.5 | nM | None |
| Homo sapiens | Glutaminase kidney isoform, mitochondrial | Potency | 35481.3 | nM | None |
| Homo sapiens | Guanine nucleotide-binding protein G(s), subunit alpha | Potency | 28183.8 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 79432.8 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 39810.7 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 19952.6 | nM | None |
| Homo sapiens | Pyruvate kinase isozymes M1/M2 | Potency | 25118.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 18356.4 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 29092.9 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 28183.8 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 35481.3 | nM | None |
| Rattus norvegicus | Adrenergic receptor alpha-1 | Ki | 1071.52 | nM | 10.1021/np030022+ |
| Rattus norvegicus | Aorta | Activity | 17.2 | % | 10.1021/np030022+ |
| Rattus norvegicus | Aorta | Activity | 93.7 | % | 10.1021/np960354x |
| Rattus norvegicus | Aorta | Activity | 100.0 | % | 10.1021/np960354x |
| Rattus norvegicus | Aorta | Activity | 109.9 | % | 10.1021/np960354x |
| Rattus norvegicus | Aorta | IC50 | 17378.01 | nM | 10.1021/np030022+ |
| Rattus norvegicus | Voltage-gated L-type calcium channel | Activity | 30.0 | % | 10.1021/np030022+ |
| None | Platelet | Activity | 0.0 | % | 10.1021/np960354x |
| None | Platelet | Activity | 69.7 | % | 10.1021/np960354x |
| None | Platelet | Activity | 70.2 | % | 10.1021/np960354x |
| None | Platelet | Activity | 72.7 | % | 10.1021/np960354x |