(+)-Atherospermoline
AlkaPlorer ID: AK005494
Synonym: '(+)-N-Methyl-7-O-demethylpeinamine', '', '(-)-Krukovine', 'Obamegine', "1'-Epiatherospermoline", '(+)-Atherospermoline', 'Stepholine', '(+)-Obamegine'
IUPAC Name: (1R,14S)-20,25-dimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene-9,21-diol
Structure
SMILES: COC1=C2C=C3C(=C1)CCN(C)[C@@H]3CC1=CC=C(C=C1)OC1=CC(=CC=C1O)C[C@H]1C3=C(C=C(OC)C(O)=C3O2)CCN1C
InChI: InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-30-17-22(7-10-29(30)39)16-28-34-24(12-14-38(28)2)19-33(42-4)35(40)36(34)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28+/m1/s1
InChIKey: XGEAUXVPBXUBKN-IZLXSDGUSA-N
Reference
Corydinemethine: a New Phenanthrene Alkaloid from Berberis cretica
PubChem CID: 275968
CAS: 479-37-8
LOTUS: LTS0204685
SuperNatural Ⅲ: SN0429323-01
NPASS: NPC222661
Source
Properties Information
Molecule Weight: 594.7080000000001
TPSA？: 83.86000000000001
MolLogP？: 6.556400000000008
Number of H-Donors: 2
Number of H-Acceptors: 8
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | KB | ED50 | 17500.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 134.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 609.0 | nM | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 29.0 | None | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 130.0 | None | 10.1021/np980144f |