Triparanol
AlkaPlorer ID: AK529144
Synonym: None
IUPAC Name: 2-(4-chlorophenyl)-1-[4-[2-(diethylamino)ethoxy]phenyl]-1-(4-methylphenyl)ethanol
Structure
SMILES: CCN(CC)CCOC1=CC=C(C(O)(CC2=CC=C(Cl)C=C2)C2=CC=C(C)C=C2)C=C1
InChI: InChI=1S/C27H32ClNO2/c1-4-29(5-2)18-19-31-26-16-12-24(13-17-26)27(30,23-10-6-21(3)7-11-23)20-22-8-14-25(28)15-9-22/h6-17,30H,4-5,18-20H2,1-3H3
InChIKey: SYHDSBBKRLVLFF-UHFFFAOYSA-N
Reference
Cytotoxic Dihydroagarofuranoid Sesquiterpenes from the Seeds of <i>Celastrus orbiculatus</i>
PubChem CID: 6536
CAS: 78-41-1
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 438.01100000000014
TPSA？: 32.7
MolLogP？: 5.847620000000007
Number of H-Donors: 1
Number of H-Acceptors: 3
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | 4'-phosphopantetheinyl transferase ffp | Potency | 56234.1 | nM | None |
| Chlorocebus sabaeus | Vero | CC50 | 14730.0 | nM | 10.1101/2020.03.20.999730 |
| Chlorocebus sabaeus | Vero C1008 | CC50 | 21210.0 | nM | 10.1101/2020.03.25.008482 |
| Homo sapiens | 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase | Ki | 11.0 | nM | 10.1021/jm049073+ |
| Homo sapiens | Delta(24)-sterol reductase | IC50 | nan | None | 10.1016/j.ejmech.2017.08.011 |
| Homo sapiens | DNA-(apurinic or apyrimidinic site) lyase | Potency | 1778.3 | nM | None |
| Homo sapiens | Geminin | Potency | 9441.1 | nM | None |
| Homo sapiens | Geminin | Potency | 13335.9 | nM | None |
| Homo sapiens | HL-60 | Activity | nan | None | 10.1016/j.ejmech.2017.08.011 |
| Homo sapiens | HL-60 | IC50 | 10000.0 | nM | 10.1016/j.ejmech.2017.08.011 |
| Homo sapiens | Sigma opioid receptor | Ki | 8.0 | nM | 10.1021/jm049073+ |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 2985.5 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 4731.8 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 63095.7 | nM | None |
| Homo sapiens | Vitamin D receptor | Potency | 89125.1 | nM | None |
| Mus musculus | 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase | Inhibition | nan | % | 10.1021/acs.jmedchem.5b01696 |
| Mus musculus | Delta(24)-sterol reductase | Inhibition | nan | % | 10.1021/acs.jmedchem.5b01696 |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 3981.1 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 19952.6 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 25118.9 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 35481.3 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 9528.3 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 13459.1 | nM | None |
| Rattus norvegicus | Peripheral myelin protein 22 | Potency | 45479.2 | nM | None |
| Saccharomyces cerevisiae S288c | C-8 sterol isomerase | Ki | 2.0 | nM | 10.1021/jm049073+ |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 4680.0 | nM | 10.1101/2020.03.25.008482 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 6410.0 | nM | 10.1101/2020.03.25.008482 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 7050.0 | nM | 10.1101/2020.03.20.999730 |
| None | ADMET | Selectivity index | 2.09 | None | 10.1101/2020.03.20.999730 |
| None | ADMET | Selectivity index | 3.31 | None | 10.1101/2020.03.25.008482 |
| None | ADMET | Selectivity index | 4.53 | None | 10.1101/2020.03.25.008482 |
| None | No relevant target | LogD7.4 | 3.98 | None | 10.6019/CHEMBL3301361 |
| None | Phospholipidosis | Maximum test concentration that did not exhibit cytotoxicity | 3.13 | uM | None |
| None | Phospholipidosis | Phospholipidosis | nan | None | 10.1021/ci6004542 |
| None | Phospholipidosis | Phospholipidosis | nan | None | 10.1021/mp100103e |
| None | Phospholipidosis | Phospholipidosis | nan | None | 10.1080/15376510701857262 |
| None | Phospholipidosis | Phospholipidosis as % of positive control | 44.9 | % | None |
| None | Unchecked | Ac50 | 1.778 | uM | None |
| None | Unchecked | Ac50 | 2.432 | uM | None |
| None | Unchecked | Ac50 | 2.512 | uM | None |
| None | Unchecked | Ac50 | 3.061 | uM | None |
| None | Unchecked | Ac50 | 39.81 | uM | None |
| None | Unchecked | AC50 | 1778.3 | nM | None |
| None | Unchecked | AC50 | 2511.9 | nM | None |
| None | Unchecked | AC50 | 39810.7 | nM | None |
| None | Unchecked | IC50 | 298.7 | nM | None |
| None | Unchecked | IC50 | 2457.7 | nM | None |
| None | Unchecked | IC50 | 3166.5 | nM | None |
| None | Unchecked | IC50 | 3210.4 | nM | None |
| None | Unchecked | IC50 | 3737.2 | nM | None |
| None | Unchecked | IC50 | 3759.2 | nM | None |
| None | Unchecked | IC50 | 6976.63 | nM | None |
| None | Unchecked | IC50 | 8992.8 | nM | None |
| None | Unchecked | IC50 | 10000.0 | nM | None |
| None | Unchecked | IC50 | 20000.0 | nM | None |
| None | Unchecked | IC50 | 36106.78 | nM | None |
| None | Unchecked | IC50 | 40000.0 | nM | None |
| None | Unchecked | Potency | 322.0 | nM | None |
| None | Unchecked | Potency | 3548.1 | nM | None |
| None | Unchecked | Potency | 7079.5 | nM | None |
| None | Unchecked | Potency | 17782.8 | nM | None |
| None | Unchecked | Potency | 25118.9 | nM | None |