oxyacanthine
AlkaPlorer ID: AK006259
Synonym: '', '(-)-Repandine', 'Repandin', 'N-Methyldemerarine', 'oxycanthine', 'vinetine', 'Repandine', 'Obaberine; O12-De-Me', 'Oxyacanthine'
IUPAC Name: (1S,14S)-20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaen-6-ol
Structure
SMILES: COC1=CC2=C3C=C1OC1=C4C(=CC(OC)=C1OC)CCN(C)[C@H]4CC1=CC=C(C=C1)OC1=CC(=CC=C1O)C[C@@H]3N(C)CC2
InChI: InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1
InChIKey: HGNHIFJNOKGSKI-VMPREFPWSA-N
Reference
Nortenuipine-2'b-N-oxide, a New Bisbenzylisoquinoline Alkaloid from Daphnandra dielsii
PubChem CID: 10031631
LOTUS: LTS0029192
SuperNatural Ⅲ: SN0124995-04
NPASS: NPC251735
Source
Properties Information
Molecule Weight: 608.735
TPSA？: 72.86
MolLogP？: 6.859400000000009
Number of H-Donors: 1
Number of H-Acceptors: 8
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | KB | ED50 | 15000.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 42.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 67.0 | nM | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 220.0 | None | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 350.0 | None | 10.1021/np980144f |