Trodusquemine
AlkaPlorer ID: AK034576
Synonym: None
IUPAC Name: [(3R,6R)-6-[(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-[3-[4-(3-aminopropylamino)butylamino]propylamino]-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl] hydrogen sulfate
Structure
SMILES: CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCNCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O
InChI: InChI=1S/C37H72N4O5S/c1-26(2)34(46-47(43,44)45)13-10-27(3)30-11-12-31-35-32(15-17-37(30,31)5)36(4)16-14-29(24-28(36)25-33(35)42)41-23-9-22-40-20-7-6-19-39-21-8-18-38/h26-35,39-42H,6-25,38H2,1-5H3,(H,43,44,45)/t27-,28-,29+,30-,31+,32+,33-,34-,35+,36+,37-/m1/s1
InChIKey: WUJVPODXELZABP-FWJXURDUSA-N
Reference
Aminosterols from the Dogfish Shark <i>Squalus acanthias</i>
PubChem CID: 9917968
CAS: 186139-09-3
LOTUS: LTS0196097
SuperNatural Ⅲ: SN0420286-02
NPASS: NPC252564
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Salvia decora | Salvia | Lamiaceae | Lamiales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Eremophila oppositifolia | Eremophila | Scrophulariaceae | Lamiales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Squalus acanthias | Squalus | Squalidae | Squaliformes | Chondrichthyes | Chordata | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 685.0730000000004
TPSA？: 145.94
MolLogP？: 5.532900000000006
Number of H-Donors: 6
Number of H-Acceptors: 8
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | MIC | 4.0 | ug.mL-1 | 10.1021/np990514f |
| Escherichia coli | Escherichia coli | MIC | 1.0 | ug.mL-1 | 10.1021/np990514f |
| Homo sapiens | Protein-tyrosine phosphatase 1B | IC50 | 1000.0 | nM | 10.1016/j.bmc.2015.03.075 |
| Homo sapiens | Protein-tyrosine phosphatase 1B | IC50 | 1000.0 | nM | 10.1016/j.bmcl.2010.11.117 |
| Homo sapiens | Protein-tyrosine phosphatase 1B | IC50 | 1000.0 | nM | 10.1021/acs.jnatprod.0c00070 |
| Homo sapiens | Protein-tyrosine phosphatase 1B | IC50 | 1000.0 | nM | 10.1021/acs.jnatprod.1c00454 |
| Homo sapiens | Protein-tyrosine phosphatase 1B | IC50 | 1300.0 | nM | 10.1016/j.bmc.2011.02.047 |
| Homo sapiens | Protein-tyrosine phosphatase 1B | Ka | 3.3 | 10^5/M | 10.1021/acs.jnatprod.0c00313 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 4.0 | ug.mL-1 | 10.1021/np990514f |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 1.0 | ug.mL-1 | 10.1021/np990514f |