(-)-noscapine
AlkaPlorer ID: AK001321
Synonym: 'MLS000069475', 'MLS000028523', 'Vadebex', 'Narcotin', 'NOSCAPINE', 'MLS001076557', 'Capval', 'Longatin', '(-)-narcotine', 'NSC 5366', 'noscapine', 'Terbenol', 'LABOTEST-BB LT00847526', 'MLSMR', 'SMR000058270', '(-)-alpha-narcotine', 'alpha-Narcotine', 'Nipaxon', 'Narcotine', 'O-Methylnarcotoline', 'Noscapine', 'Noscapine hydrochloride hydrate', 'SMR000054918', 'Noscopine', 'MLS001060855', 'SMR000059119', 'MLS000104989', 'Opian', 'Opianin', 'Lyobex', 'SMR000653475'
IUPAC Name: (3R)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one
Structure
SMILES: COC1=CC=C2C(=C1OC)C(=O)O[C@H]2[C@H]1C2=C(OC)C3=C(C=C2CCN1C)OCO3
InChI: InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18-/m1/s1
InChIKey: AKNNEGZIBPJZJG-QZTJIDSGSA-N
Reference
Biotransformation of Phthalideisoquinoline Alkaloids by Corydalis Tissue Cultures
PubChem CID: 31411
CAS: 3860-46-6
LOTUS: LTS0182009
SuperNatural Ⅲ: SN0008048-04
NPASS: NPC119818
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Papaver somniferum | Papaver | Papaveraceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 413.4260000000003
TPSA？: 75.69000000000001
MolLogP？: 2.881800000000001
Number of H-Donors: 0
Number of H-Acceptors: 8
RingCount: 5
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 | 1258.93 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | AC50 | 2511.89 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | Potency | 316.2 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | Potency | 398.1 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | Potency | 1258.9 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | Potency | 2511.9 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | 2511.89 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | 5011.87 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 1258.9 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 1584.9 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 2511.9 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 5011.9 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | 10000.0 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | 25118.86 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 10000.0 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 15848.9 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 25118.9 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | AC50 | 2511.89 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 2511.9 | nM | None |
| Homo sapiens | Histone acetyltransferase GCN5 | Potency | 354.8 | nM | None |
| Homo sapiens | Histone deacetylase 6 | Inhibition | -21.39 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | Histone deacetylase 6 | Inhibition | 2.87 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 26608.6 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 8492.1 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 11995.5 | nM | None |
| Rattus norvegicus | Muscarinic acetylcholine receptor M1 | Potency | 125.9 | nM | None |