Solasonine
AlkaPlorer ID: AK000954
Synonym: None
IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(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-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[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/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3/t19-,20+,21+,23+,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: QCTMYNGDIBTNSK-XEAAVONHSA-N
Reference
Steroidal Glycosides from the Fruits of Solanum viarum
PubChem CID: 119247
LOTUS: LTS0228855
SuperNatural Ⅲ: SN0301843-22
NPASS: NPC147753
Source
Properties Information
Molecule Weight: 884.07
TPSA？: 258.71
MolLogP？: -0.2128999999999921
Number of H-Donors: 10
Number of H-Acceptors: 17
RingCount: 9
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | KB | ED50 | 11.4 | ug ml-1 | 10.1021/np50091a003 |
| Mus musculus | Mus musculus | Activity | 74.8 | % | 10.1021/np0680580 |
| Mus musculus | Mus musculus | Activity | 75.4 | % | 10.1021/np0680580 |
| Mus musculus | Mus musculus | Activity | nan | None | 10.1021/np50037a033 |
| Rattus norvegicus | Rattus norvegicus | Activity | 121.9 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 122.4 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 124.7 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 129.5 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 132.7 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 135.4 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 136.7 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 157.6 | mg/dl | 10.1021/np0680580 |
| Rattus norvegicus | Rattus norvegicus | Activity | 158.8 | mg/dl | 10.1021/np0680580 |
| None | NON-PROTEIN TARGET | ED50 | 7.88 | ug ml-1 | 10.1021/np50091a003 |
| None | Unchecked | IC50 | 2300.0 | nM | 10.1016/j.bmcl.2018.08.033 |
| None | Unchecked | IC50 | 2490.0 | nM | 10.1016/j.bmcl.2018.08.033 |