Solamargine
AlkaPlorer ID: AK000114
Synonym: None
IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Structure
SMILES: C[C@@H]1CC[C@@]2(NC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)[C@H](O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C
InChI: InChI=1S/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(53)34(51)32(49)22(4)56-41)37(54)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChIKey: MBWUSSKCCUMJHO-ZGXDEBHDSA-N
Reference
Steroidal Glycosides from the Fruits of Solanum viarum
PubChem CID: 73611
CAS: 20311-51-7
LOTUS: LTS0074638
SuperNatural Ⅲ: SN0221458-25
NPASS: NPC122819
Source
Properties Information
Molecule Weight: 868.071
TPSA？: 238.48
MolLogP？: 0.8147000000000062
Number of H-Donors: 9
Number of H-Acceptors: 16
RingCount: 9
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 8000.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| Homo sapiens | A549 | IC50 | 8180.0 | nM | 10.1016/j.bmcl.2014.01.055 |
| Homo sapiens | HCT-116 | IC50 | 3800.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| Homo sapiens | HeLa | IC50 | 6000.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| Homo sapiens | HepG2 | IC50 | 2500.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| Homo sapiens | HepG2 | IC50 | 2670.0 | nM | 10.1016/j.bmcl.2014.01.055 |
| Homo sapiens | Histone deacetylase 6 | Inhibition | -24.05 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | Histone deacetylase 6 | Inhibition | 4.32 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | K562 | IC50 | 5200.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| Homo sapiens | MCF7 | IC50 | 2100.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| Homo sapiens | MCF7 | IC50 | 8120.0 | nM | 10.1016/j.bmcl.2014.01.055 |
| Mus musculus | Mus musculus | Activity | 73.7 | % | 10.1021/np0680580 |
| Mus musculus | Mus musculus | Activity | nan | None | 10.1021/np50037a033 |
| Rattus norvegicus | H9c2 | IC50 | 20000.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| Rattus norvegicus | Rattus norvegicus | Activity | 116.6 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 117.1 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 118.5 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 118.7 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 122.3 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 124.3 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 133.7 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 139.9 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 141.7 | mg/dl | 10.1021/np0680580 |
| Severe acute respiratory syndrome coronavirus 2 | Replicase polyprotein 1ab | Inhibition | 15.65 | % | 10.6019/CHEMBL4495564 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | -0.35 | % | 10.6019/CHEMBL4495565 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 2.15 | % | 10.21203/rs.3.rs-23951/v1 |
| None | ADMET | IC50 | 13230.0 | nM | 10.1016/j.bmcl.2014.01.055 |
| None | ADMET | IC50 | 13500.0 | nM | 10.1016/j.bmcl.2011.03.064 |
| None | NON-PROTEIN TARGET | Activity | 40.0 | % | 10.1016/j.ejmech.2016.08.058 |
| None | NON-PROTEIN TARGET | ED50 | 1.53 | ug ml-1 | 10.1021/np50068a041 |
| None | NON-PROTEIN TARGET | IC50 | 3200.0 | nM | 10.1016/j.bmcl.2011.03.064 |