Hydrastine
AlkaPlorer ID: AK006247
Synonym: '', 'alpha-Hydrastine', 'beta-Hydrastine', '6,7-Dimethoxy-3-(6-methyl-5,6,7,8-tetrahydro-1,3dioxolo4,5-gisoquinolin-5-yl)-3H-isobenzofuran-1-one', 'SMR000518978', '(-)-alpha-hydrastine', 'MLSMR', '(-)-alpha-Hydrastine', '(3S)-6,7-dimethoxy-3-(5R)-6-methyl-7,8-dihydro-5H-1,3dioxolo4,5-gisoquinolin-5-yl-3H-2-benzofuran-1-one', 'MLS001210424'
IUPAC Name: (3R)-6,7-dimethoxy-3-[(5S)-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=CC3=C(C=C2CCN1C)OCO3
InChI: InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m0/s1
InChIKey: JZUTXVTYJDCMDU-RBUKOAKNSA-N
Reference
Alkaloids of Merendera caucasica
PubChem CID: 656743
CAS: 29617-43-4
LOTUS: LTS0016979
SuperNatural Ⅲ: SN0179814-04
NPASS: NPC215098
Source
Properties Information
Molecule Weight: 383.4000000000002
TPSA？: 66.46000000000001
MolLogP？: 2.873200000000001
Number of H-Donors: 0
Number of H-Acceptors: 7
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | Inhibition | 9.75 | % | 10.1016/j.bmc.2012.09.040 |
| Equus caballus | Cholinesterase | Inhibition | -1.4 | % | 10.1016/j.bmc.2012.09.040 |
| Escherichia coli K-12 | Beta-lactamase AmpC | Potency | 2818.4 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 15101.4 | nM | None |
| None | Unchecked | Ac50 | 0.631 | uM | None |
| None | Unchecked | AC50 | 631.0 | nM | None |
| None | Unchecked | IC50 | 33330.0 | nM | None |
| None | Unchecked | Potency | 3662.6 | nM | None |