Karacoline
AlkaPlorer ID: AK017817
Synonym: None
IUPAC Name: (1S,4S,5S,6S,8S,9S,13R,16S)-11-ethyl-6-methoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol
Structure
SMILES: CCN1C[C@]2(C)CC[C@H](O)[C@@]34C5C[C@@H]6[C@@H](OC)C[C@@](O)(C5[C@H]6O)[C@@H](CC23)C14
InChI: InChI=1S/C22H35NO4/c1-4-23-10-20(2)6-5-16(24)22-12-7-11-14(27-3)9-21(26,17(12)18(11)25)13(19(22)23)8-15(20)22/h11-19,24-26H,4-10H2,1-3H3/t11-,12?,13+,14+,15?,16+,17?,18+,19?,20+,21+,22-/m1/s1
InChIKey: HKQZUYOVMYOFIT-DAKPKMGASA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aconitum japonicum | Aconitum | Ranunculaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Aconitum carmichaelii | Aconitum | Ranunculaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 377.5250000000001
TPSA？: 73.16000000000001
MolLogP？: 1.2505999999999995
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | GI50 | 20000.0 | nM | 10.1016/j.bmcl.2015.02.018 |
| Homo sapiens | DU-145 | GI50 | 20000.0 | nM | 10.1016/j.bmcl.2015.02.018 |
| Homo sapiens | KB | GI50 | 20000.0 | nM | 10.1016/j.bmcl.2015.02.018 |
| Mus musculus | Mus musculus | LD50 | 51.5 | mg.kg-1 | 10.1021/jf104879h |
| Mus musculus | Mus musculus | LD50 | 298.0 | mg.kg-1 | 10.1021/jf104879h |
| Tribolium castaneum | Tribolium castaneum | Activity | 43.84 | % | 10.1021/jf104879h |
| Tribolium castaneum | Tribolium castaneum | Activity | 54.66 | % | 10.1021/jf104879h |
| Tribolium castaneum | Tribolium castaneum | Activity | 65.07 | % | 10.1021/jf104879h |
| Tribolium castaneum | Tribolium castaneum | Activity | 77.95 | % | 10.1021/jf104879h |
| Tribolium castaneum | Tribolium castaneum | Activity | 92.96 | % | 10.1021/jf104879h |
| Tribolium castaneum | Tribolium castaneum | EC50 | 395.2 | ppm | 10.1021/jf104879h |
| None | NON-PROTEIN TARGET | GI50 | 20000.0 | nM | 10.1016/j.bmcl.2015.02.018 |
| None | Unchecked | RatioGI50 | 20.0 | None | 10.1016/j.bmcl.2015.02.018 |