None
AlkaPlorer ID: AK080854
Synonym: None
IUPAC Name: N,N-dimethyl-2-[2-[(1S,9R,10S,15R,16R)-12,14,14,19-tetramethyl-8,19-diazapentacyclo[7.7.3.01,9.02,7.010,15]nonadeca-2,4,6,11-tetraen-16-yl]-1H-indol-3-yl]ethanamine
Structure
SMILES: CC1=C[C@H]2[C@@H]([C@@H](C3=C(CCN(C)C)C4=CC=CC=C4N3)[C@]34CCN(C)[C@]23NC2=CC=CC=C24)C(C)(C)C1
InChI: InChI=1S/C33H42N4/c1-21-19-25-28(31(2,3)20-21)29(30-23(15-17-36(4)5)22-11-7-9-13-26(22)34-30)32-16-18-37(6)33(25,32)35-27-14-10-8-12-24(27)32/h7-14,19,25,28-29,34-35H,15-18,20H2,1-6H3/t25-,28-,29-,32+,33+/m0/s1
InChIKey: RTHNIWHULJBNTJ-BXFVMDGOSA-N
Reference
Structure of auricularine, a bis-indole alkaloid from Hedyotis auricularia
PubChem CID: 441990
CAS: 13364-95-9
LOTUS: LTS0097018
NPASS: NPC135884
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Flindersia pimenteliana | Flindersia | Rutaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Exallage auricularia | Exallage | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 494.7270000000003
TPSA？: 34.300000000000004
MolLogP？: 6.373100000000007
Number of H-Donors: 2
Number of H-Acceptors: 3
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | HEK293 | IC50 | 7100.0 | nM | 10.1021/acs.jnatprod.7b00587 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 340.0 | nM | 10.1021/acs.jnatprod.7b00587 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 510.0 | nM | 10.1021/acs.jnatprod.7b00587 |
| None | Unchecked | Ratio IC50 | 14.0 | None | 10.1021/acs.jnatprod.7b00587 |