Aegeline; (±)-form
AlkaPlorer ID: AK003560
Synonym: 'Egeline'
IUPAC Name: (E)-N-[(2S)-2-hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide
Structure
SMILES: COC1=CC=C([C@H](O)CN=C(O)/C=C/C2=CC=CC=C2)C=C1
InChI: InChI=1S/C18H19NO3/c1-22-16-10-8-15(9-11-16)17(20)13-19-18(21)12-7-14-5-3-2-4-6-14/h2-12,17,20H,13H2,1H3,(H,19,21)/b12-7+/t17-/m1/s1
InChIKey: QRFDENJATPJOKG-SNQZOLJRSA-N
Reference
Phenylethyl cinnamides: A new series of α-glucosidase inhibitors from the leaves of Aegle marmelos
PubChem CID: 11403749
LOTUS: LTS0025940
SuperNatural Ⅲ: SN0313028-05
NPASS: NPC95733
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aegle marmelos | Aegle | Rutaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 297.354
TPSA？: 62.05
MolLogP？: 3.398500000000002
Number of H-Donors: 2
Number of H-Acceptors: 3
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | CC50 | 153000.0 | nM | 10.1016/j.ejmech.2017.07.052 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 6820.0 | nM | 10.1016/j.ejmech.2017.07.052 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 7260.0 | nM | 10.1016/j.ejmech.2017.07.052 |
| None | Unchecked | Inhibition | 5.3 | % | 10.1016/j.bmcl.2008.08.024 |
| None | Unchecked | Inhibition | 11.2 | % | 10.1016/j.bmcl.2008.08.024 |
| None | Unchecked | Inhibition | 20.9 | % | 10.1016/j.bmcl.2008.08.024 |
| None | Unchecked | Inhibition | 36.0 | % | 10.1016/j.bmcl.2008.08.024 |
| None | Unchecked | Ratio CC50/IC50 | 22.43 | None | 10.1016/j.ejmech.2017.07.052 |