Dihydrosanguinarine; 8-Methoxy
AlkaPlorer ID: AK295964
Synonym: 8-Methoxydihydrosanguinarine, Sanguinarine pseudomethanolate
IUPAC Name: 23-methoxy-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: COC1C2=C3OCOC3=CC=C2C2=CC=C3C=C4OCOC4=CC3=C2N1C
InChI: InChI=1S/C21H17NO5/c1-22-19-13(4-3-11-7-16-17(8-14(11)19)26-9-25-16)12-5-6-15-20(27-10-24-15)18(12)21(22)23-2/h3-8,21H,9-10H2,1-2H3
InChIKey: MHPDDMNAUJQRSW-UHFFFAOYSA-N
Reference
Cytotoxic dihydrobenzophenanthridine alkaloids from the roots of Macleaya microcarpa
PubChem CID: 14847270
CAS: 72401-54-8
LOTUS: LTS0158503
NPASS: NPC481448
COCONUT: CNP0218237.1
data_source: manually
Source
Properties Information
Molecule Weight: 363.36900000000014
TPSA？: 49.39000000000001
MolLogP？: 4.059000000000003
Number of H-Donors: 0
Number of H-Acceptors: 6
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 1590.0 | nM | 10.1039/c9md00494g |
| Homo sapiens | Acetylcholinesterase | IC50 | 96800.0 | nM | 10.1021/acs.jnatprod.7b00847 |
| Homo sapiens | NCI-H1975 | IC50 | 1170.0 | nM | 10.1039/c9md00494g |