Daphnandrine
AlkaPlorer ID: AK026123
Synonym: '(+)-Daphnandrine', 'Daphnandrine', "O12'-Methyldaphnoline"
IUPAC Name: (1R,14R)-6,20,25-trimethoxy-15-methyl-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-21-ol
Structure
SMILES: COC1=CC=C2C=C1OC1=CC=C(C=C1)C[C@@H]1C3=C(C=C(OC)C(O)=C3OC3=C(OC)C=C4CCN[C@H](C2)C4=C3)CCN1C
InChI: InChI=1S/C36H38N2O6/c1-38-14-12-24-19-33(42-4)35(39)36-34(24)28(38)16-21-5-8-25(9-6-21)43-31-17-22(7-10-29(31)40-2)15-27-26-20-32(44-36)30(41-3)18-23(26)11-13-37-27/h5-10,17-20,27-28,37,39H,11-16H2,1-4H3/t27-,28-/m1/s1
InChIKey: REKCBEFSIKOPTD-VSGBNLITSA-N
Reference
Cytotoxic and Antimalarial Bisbenzylisoquinolme Alkaloids from Stephania erecta
PubChem CID: 176582
CAS: 96744-71-7
LOTUS: LTS0204876
SuperNatural Ⅲ: SN0323101-02
NPASS: NPC274661
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Stephania erecta | Stephania | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 594.7080000000001
TPSA？: 81.65
MolLogP？: 6.517200000000006
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 | 9800.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 106.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 375.0 | nM | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 26.0 | None | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 92.0 | None | 10.1021/np980144f |