Dihydrosanguinarine
AlkaPlorer ID: AK000803
Synonym: 13,14-Dihydro-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine, 5,6-Dihydro-5-methyl-2,3:7,8-bis(methylenedioxy)benzo[c]phenanthridine
IUPAC Name: 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaene
Structure
SMILES: CN1CC2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C21
InChI: InChI=1S/C20H15NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-7H,8-10H2,1H3
InChIKey: CIUHLXZTZWTVFL-UHFFFAOYSA-N
Reference
PubChem CID: 124069
CAS: 2447-54-3
LOTUS: LTS0031448
SuperNatural Ⅲ: SN0046873
NPASS: NPC206442
COCONUT: CNP0075749
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 333.3430000000001
TPSA？: 40.16
MolLogP？: 3.9140000000000015
Number of H-Donors: 0
Number of H-Acceptors: 5
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | Activity | nan | None | 10.1021/np50074a026 |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1021/np50074a026 |
| Homo sapiens | A549 | IC50 | 30000.0 | nM | 10.1039/c9md00494g |
| Homo sapiens | Acetylcholinesterase | IC50 | 100000.0 | nM | 10.1021/acs.jnatprod.7b00847 |
| Homo sapiens | DOPA decarboxylase | IC50 | nan | None | 10.1016/j.bmcl.2014.04.047 |
| Homo sapiens | HCT-15 | GI | 55.3 | % | 10.1016/j.ejmech.2017.06.021 |
| Homo sapiens | MCF7 | GI | nan | None | 10.1016/j.ejmech.2017.06.021 |
| Homo sapiens | NCI-H1975 | IC50 | 19140.0 | nM | 10.1039/c9md00494g |
| Homo sapiens | PC-3 | GI | 50.4 | % | 10.1016/j.ejmech.2017.06.021 |
| Micrococcus luteus | Micrococcus luteus | Activity | nan | None | 10.1021/np50074a026 |
| Penicillium oxalicum | Penicillium oxalicum | Activity | nan | None | 10.1021/np50074a026 |
| None | Unchecked | GI | 19.1 | % | 10.1016/j.ejmech.2017.06.021 |