Sarachine
AlkaPlorer ID: AK031212
Synonym: '(-)-Sarachine'
IUPAC Name: (3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine
Structure
SMILES: C[C@H]1CC[C@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4CC=C5C[C@@H](N)CC[C@]5(C)[C@H]4CC[C@]23C)NC1
InChI: InChI=1S/C27H46N2/c1-17-5-10-25(29-16-17)18(2)22-8-9-23-21-7-6-19-15-20(28)11-13-26(19,3)24(21)12-14-27(22,23)4/h6,17-18,20-25,29H,5,7-16,28H2,1-4H3/t17-,18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1
InChIKey: DHMOPSVHROLSFF-OWJFKGPJSA-N
Reference
A Novel Antiprotozoal Aminosteroid from <i>Saracha </i><i>punctata</i>
PubChem CID: 10668589
LOTUS: LTS0152281
SuperNatural Ⅲ: SN0065868-04
NPASS: NPC12035
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Saracha punctata | Saracha | Solanaceae | Solanales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 398.67900000000026
TPSA？: 38.05
MolLogP？: 5.916900000000005
Number of H-Donors: 2
Number of H-Acceptors: 2
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | KB | IC50 | 50000.0 | nM | 10.1021/np9800654 |
| Leishmania amazonensis | Leishmania amazonensis | Inhibition | 0.0 | % | 10.1021/np9800654 |
| Leishmania amazonensis | Leishmania amazonensis | Inhibition | 50.0 | % | 10.1021/np9800654 |
| Leishmania amazonensis | Leishmania amazonensis | Inhibition | 100.0 | % | 10.1021/np9800654 |
| Leishmania braziliensis | Leishmania braziliensis | Inhibition | 0.0 | % | 10.1021/np9800654 |
| Leishmania braziliensis | Leishmania braziliensis | Inhibition | 50.0 | % | 10.1021/np9800654 |
| Leishmania braziliensis | Leishmania braziliensis | Inhibition | 100.0 | % | 10.1021/np9800654 |
| Leishmania chagasi | Leishmania chagasi | Inhibition | 0.0 | % | 10.1021/np9800654 |
| Leishmania chagasi | Leishmania chagasi | Inhibition | 50.0 | % | 10.1021/np9800654 |
| Leishmania chagasi | Leishmania chagasi | Inhibition | 100.0 | % | 10.1021/np9800654 |
| Mus musculus | Mus musculus | Activity | nan | None | 10.1021/np9800654 |
| Plasmodium berghei | Plasmodium berghei | Activity | 16.0 | % | 10.1021/np9800654 |
| Plasmodium berghei | Plasmodium berghei | Activity | 27.0 | % | 10.1021/np9800654 |
| Plasmodium berghei | Plasmodium berghei | Activity | 69.0 | % | 10.1021/np9800654 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 25.0 | nM | 10.1021/np9800654 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 176.0 | nM | 10.1021/np9800654 |
| Trypanosoma cruzi | Trypanosoma cruzi | Inhibition | 0.0 | % | 10.1021/np9800654 |
| Trypanosoma cruzi | Trypanosoma cruzi | Inhibition | 50.0 | % | 10.1021/np9800654 |
| Trypanosoma cruzi | Trypanosoma cruzi | Inhibition | 100.0 | % | 10.1021/np9800654 |
| None | ADMET | Activity | 0.0 | % | 10.1021/np9800654 |
| None | ADMET | Activity | 95.0 | % | 10.1021/np9800654 |
| None | ADMET | Activity | nan | None | 10.1021/np9800654 |
| None | Unchecked | Ratio IC50 | 286.0 | None | 10.1021/np9800654 |
| None | Unchecked | Ratio IC50 | 2000.0 | None | 10.1021/np9800654 |