(-)-2-Norisocepharanthine
AlkaPlorer ID: AK057198
Synonym: "2'-Nor-1-epicepharanthine"
IUPAC Name: (14S,27R)-22,33-dimethoxy-13-methyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene
Structure
SMILES: COC1=CC=C2C=C1OC1=CC=C(C=C1)C[C@H]1C3=C(C=C4OCOC4=C3OC3=C(OC)C=C4CCN[C@H](C2)C4=C3)CCN1C
InChI: InChI=1S/C36H36N2O6/c1-38-13-11-24-18-33-35(42-20-41-33)36-34(24)28(38)15-21-4-7-25(8-5-21)43-31-16-22(6-9-29(31)39-2)14-27-26-19-32(44-36)30(40-3)17-23(26)10-12-37-27/h4-9,16-19,27-28,37H,10-15,20H2,1-3H3/t27-,28+/m1/s1
InChIKey: ZKIAZXMDELJIMQ-IZLXSDGUSA-N
Reference
Cytotoxic and Antimalarial Bisbenzylisoquinolme Alkaloids from Stephania erecta
PubChem CID: 181384
CAS: 104386-91-6
LOTUS: LTS0060022
SuperNatural Ⅲ: SN0472731-01
NPASS: NPC281581
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Stephania erecta | Stephania | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Stephania epigaea | Stephania | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 592.6920000000002
TPSA？: 70.65
MolLogP？: 6.531700000000007
Number of H-Donors: 1
Number of H-Acceptors: 8
RingCount: 9
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A-431 | ED50 | 1.8 | ug ml-1 | 10.1021/np50091a005 |
| Homo sapiens | A549 | IC50 | 3700.0 | nM | 10.1021/np400084t |
| Homo sapiens | HL-60 | IC50 | 2800.0 | nM | 10.1021/np400084t |
| Homo sapiens | HT-1080 | ED50 | 1.9 | ug ml-1 | 10.1021/np50091a005 |
| Homo sapiens | KB | ED50 | 3.9 | ug ml-1 | 10.1021/np50091a005 |
| Homo sapiens | KB | ED50 | 6600.0 | nM | 10.1021/np980144f |
| Homo sapiens | LNCaP | ED50 | 3.0 | ug ml-1 | 10.1021/np50091a005 |
| Homo sapiens | MCF7 | IC50 | 2300.0 | nM | 10.1021/np400084t |
| Homo sapiens | SK-MEL-2 | ED50 | 10.5 | ug ml-1 | 10.1021/np50091a005 |
| Homo sapiens | SMMC-7721 | IC50 | 4800.0 | nM | 10.1021/np400084t |
| Homo sapiens | SW480 | IC50 | 3700.0 | nM | 10.1021/np400084t |
| Homo sapiens | ZR-75-1 | ED50 | 1.2 | ug ml-1 | 10.1021/np50091a005 |
| Mus musculus | P388 | ED50 | 0.1 | ug ml-1 | 10.1021/np50091a005 |
| Plasmodium falciparum | Plasmodium falciparum | ED50 | 46.6 | ng/ml | 10.1021/np50091a005 |
| Plasmodium falciparum | Plasmodium falciparum | ED50 | 129.4 | ng/ml | 10.1021/np50091a005 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 79.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 219.0 | nM | 10.1021/np980144f |
| None | ADMET | ED50 | 1.4 | ug ml-1 | 10.1021/np50091a005 |
| None | ADMET | ED50 | 1.7 | ug ml-1 | 10.1021/np50091a005 |
| None | ADMET | ED50 | 3.1 | ug ml-1 | 10.1021/np50091a005 |
| None | ADMET | ED50 | 7.3 | ug ml-1 | 10.1021/np50091a005 |
| None | NON-PROTEIN TARGET | IC50 | 3200.0 | nM | 10.1021/np400084t |
| None | Unchecked | Ratio ED50 | 1.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 2.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 7.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 11.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 13.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 14.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 15.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 16.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 19.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 23.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 24.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 30.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 36.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 39.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 41.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 43.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 64.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 67.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 81.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 84.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Ratio ED50 | 225.0 | None | 10.1021/np50091a005 |
| None | Unchecked | Selectivity Index | 30.0 | None | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 84.0 | None | 10.1021/np980144f |