Lergotrile
AlkaPlorer ID: AK000554
Synonym: None
IUPAC Name: 2-[(6aR,9S,10aR)-5-chloro-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-9-yl]acetonitrile
Structure
SMILES: CN1C[C@@H](C[C@H]2[C@H]1CC3=C(NC4=CC=CC2=C34)Cl)CC#N
InChI: InChI=1S/C17H18ClN3/c1-21-9-10(5-6-19)7-12-11-3-2-4-14-16(11)13(8-15(12)21)17(18)20-14/h2-4,10,12,15,20H,5,7-9H2,1H3/t10-,12-,15-/m1/s1
InChIKey: JKAHWGPTNVUTNB-IXPVHAAZSA-N
Reference
Studies on Natural Products from Cuban Plants. Alkaloids from Tabernaemontana citrifolia
PubChem CID: 6918447
CAS: 36945-03-6
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 299.80500000000006
TPSA？: 42.82
MolLogP？: 3.694980000000002
Number of H-Donors: 1
Number of H-Acceptors: 2
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bos taurus | Dopamine receptor | IC50 | 4500.0 | nM | 10.1021/jm00354a010 |
| Bos taurus | Dopamine receptor | IC50 | 23700.0 | nM | 10.1021/jm00354a010 |
| Felis catus | Felis catus | Decrease | 10.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Decrease | 11.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Decrease | 12.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Decrease | 22.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Decrease | 34.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Decrease | 38.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | ED50 | 0.27 | umol.kg-1 | 10.1021/jm00369a026 |
| Felis catus | Felis catus | ED50 | nan | None | 10.1021/jm00369a026 |
| Felis catus | Felis catus | ID50 | 0.27 | umol.kg-1 | 10.1021/jm00135a002 |
| Felis catus | Felis catus | ID50 | 0.27 | umol.kg-1 | 10.1021/jm00354a010 |
| Felis catus | Felis catus | Inhibition | 21.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Inhibition | 57.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Inhibition | 69.0 | % | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Inhibitory effect | nan | None | 10.1021/jm00135a002 |
| Felis catus | Felis catus | Ratio | 0.08 | None | 10.1021/jm00135a002 |
| Rattus norvegicus | Rattus norvegicus | Activity | nan | None | 10.1021/jm00206a007 |
| Rattus norvegicus | Rattus norvegicus | ED50 | 0.08 | mg.kg-1 | 10.1021/jm00206a007 |
| Rattus norvegicus | Rattus norvegicus | ED50 | 2.0 | mg.kg-1 | 10.1021/jm00206a007 |
| Rattus norvegicus | Rattus norvegicus | Inhibition | 71.0 | % | 10.1021/jm00187a008 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (acute) | 15.8 | % | 10.1016/s0399-8320(04)95062-2 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (animal toxicity known) | nan | None | 10.1016/s0399-8320(04)95062-2 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (benign tumour) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (granulomatous hepatitis) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (mechanism) | nan | None | 10.1016/s0399-8320(04)95062-2 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (moderate) | 6.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (moderate) | 63.2 | % | 10.1016/s0399-8320(04)95062-2 |
| None | NON-PROTEIN TARGET | Hepatotoxicity (time to onset) | nan | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (acute) | 5.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (association with vascular disease) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (choleostasis) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (chronic liver disease) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (cirrhosis) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (comment) | nan | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (cytolytic) | 4.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (malignant tumour) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (severe hepatitis) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (steatosis) | 0.0 | None | 10.1016/s0399-8320(04)95062-2 |
| None | Unchecked | Hepatotoxicity (successful reintroduction) | nan | None | 10.1016/s0399-8320(04)95062-2 |