(-)-Phenylahistin
AlkaPlorer ID: AK024188
Synonym: None
IUPAC Name: (3S,6Z)-3-benzyl-6-[[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene]piperazine-2,5-dione
Structure
SMILES: C=CC(C)(C)C1=C(/C=C2\N=C(O)[C@H](CC3=CC=CC=C3)N=C2O)N=CN1
InChI: InChI=1S/C20H22N4O2/c1-4-20(2,3)17-14(21-12-22-17)11-16-19(26)23-15(18(25)24-16)10-13-8-6-5-7-9-13/h4-9,11-12,15H,1,10H2,2-3H3,(H,21,22)(H,23,26)(H,24,25)/b16-11-/t15-/m0/s1
InChIKey: GWMHBVLPNWHWGW-CNYBTUBUSA-N
Reference
(-)-Phenylahistin Arrests Cells in Mitosis by Inhibiting Tubulin Polymerization.
PubChem CID: 9798496
LOTUS: LTS0000718
{NPAtlas: NPA015627
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aspergillus ustus | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 350.422
TPSA？: 93.86
MolLogP？: 3.752100000000001
Number of H-Donors: 3
Number of H-Acceptors: 3
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Aspergillus fumigatus | Aspergillus fumigatus | MFC | nan | None | None |
| Candida albicans | Candida albicans | MFC | nan | None | None |
| Epidermophyton floccosum | Epidermophyton floccosum | MFC | nan | None | None |
| Homo sapiens | A549 | IC50 | 180.0 | nM | 10.1016/j.ejmech.2019.03.025 |
| Homo sapiens | HeLa | IC50 | 180.0 | nM | 10.1016/j.ejmech.2019.03.025 |
| Homo sapiens | HT-29 | IC50 | 440.0 | nM | 10.1016/j.bmc.2011.07.017 |
| Homo sapiens | K562 | IC50 | 180.0 | nM | 10.1016/j.ejmech.2019.03.025 |
| Homo sapiens | WiDr | IC50 | 180.0 | nM | 10.1016/j.ejmech.2019.03.025 |
| Mus musculus | P388 | IC50 | 180.0 | nM | 10.1016/j.ejmech.2019.03.025 |
| Mus musculus | P388 | IC50 | 350.0 | nM | 10.1016/S0960-894X(97)10104-4 |
| Nakaseomyces glabratus | Nakaseomyces glabratus | MFC | nan | None | None |
| Trichophyton mentagrophytes | Trichophyton mentagrophytes | MFC | 16.0 | ug ml-1 | None |
| Trichophyton mentagrophytes | Trichophyton mentagrophytes | MFC | nan | None | None |
| Trichophyton rubrum | Trichophyton rubrum | MFC | 16.0 | ug ml-1 | None |
| Trichophyton rubrum | Trichophyton rubrum | MFC | nan | None | None |
| None | Molecular identity unknown | MIC | 0.16 | ug.mL-1 | None |
| None | Molecular identity unknown | MIC | 16.0 | ug.mL-1 | None |
| None | Molecular identity unknown | MIC | 70.0 | ug.mL-1 | None |
| None | NON-PROTEIN TARGET | EC50 | 394.0 | nM | None |
| None | NON-PROTEIN TARGET | IC50 | 833.0 | nM | None |
| None | NON-PROTEIN TARGET | Inhibition | 87.0 | % | None |
| None | NON-PROTEIN TARGET | MIC | 16.0 | ug.mL-1 | None |
| None | NON-PROTEIN TARGET | MIC | 70.0 | ug.mL-1 | None |
| None | Unchecked | IC50 | 180.0 | nM | 10.1016/j.ejmech.2019.03.025 |