19,20-E-vallesamine
AlkaPlorer ID: AK030724
Synonym: '19,20-(E)-Vallesamine', '(+)-Vallesamine', 'Vallesamine', 'Vallesamine; Z-Isomer'
IUPAC Name: methyl (12S,13S,14Z)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraene-12-carboxylate
Structure
SMILES: C/C=C1\CN2CC[C@@H]1[C@](CO)(C(=O)OC)C1=C(C2)C2=CC=CC=C2N1
InChI: InChI=1S/C20H24N2O3/c1-3-13-10-22-9-8-16(13)20(12-23,19(24)25-2)18-15(11-22)14-6-4-5-7-17(14)21-18/h3-7,16,21,23H,8-12H2,1-2H3/b13-3+/t16-,20-/m0/s1
InChIKey: JZKSIYFJGCTTET-BPUQSSDRSA-N
Reference
Isolation of 19,20-Z-Vallesamine and 19,20-E-Vallesamine from Alstonia scholaris
PubChem CID: 13783713
LOTUS: LTS0107186
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Alstonia scholaris | Alstonia | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 340.423
TPSA？: 65.56
MolLogP？: 2.3528
Number of H-Donors: 2
Number of H-Acceptors: 4
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Arachidonate 5-lipoxygenase | Inhibition | 60.8 | % | 10.1016/j.bmc.2021.116560 |
| Homo sapiens | Cyclooxygenase-1 | Inhibition | 49.4 | % | 10.1016/j.bmc.2021.116560 |
| Homo sapiens | Cyclooxygenase-2 | Inhibition | 63.7 | % | 10.1016/j.bmc.2021.116560 |
| Homo sapiens | Xanthine dehydrogenase | IC50 | 100000.0 | nM | 10.1016/j.bmc.2021.116560 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | Inhibition | 50.0 | % | 10.1016/j.ejmech.2017.06.005 |
| None | No relevant target | IC50 | 24500.0 | nM | 10.1016/j.bmc.2021.116560 |
| None | Unchecked | IC50 | 32600.0 | nM | 10.1016/j.bmc.2021.116560 |