Concanamycin A
AlkaPlorer ID: AK041145
Synonym: None
IUPAC Name: [(2R,3S,4R,6R)-6-[(2R,4R,5S,6R)-2-[(2S,3R,4S)-4-[(2R,3S,4E,6E,9R,10S,11S,12R,13R,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
Structure
SMILES: C/C=C/[C@H]1O[C@@](O)([C@@H](C)[C@H](O)[C@H](C)[C@H]2OC(=O)/C(OC)=C/C(C)=C/[C@@H](C)[C@@H](O)[C@@H](CC)[C@@H](O)[C@H](C)C/C(C)=C/C=C/[C@@H]2OC)C[C@@H](O[C@H]2C[C@@H](O)[C@H](OC(=N)O)[C@@H](C)O2)[C@@H]1C
InChI: InChI=1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22-23H2,1-12H3,(H2,47,53)/b16-13+,18-15+,24-17+,25-20+,36-21-/t26-,27-,28-,29+,30+,31-,32+,33-,34-,35+,37-,38+,39+,40-,41-,42-,43-,46-/m1/s1
InChIKey: DJZCTUVALDDONK-HQMSUKCRSA-N
Reference
PubChem CID: 6438151
CAS: 80890-47-7
LOTUS: LTS0095292
SuperNatural Ⅲ: SN0067775-08
{NPAtlas: NPA014456
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces diastatochromogenes | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 866.0990000000003
TPSA？: 226.91
MolLogP？: 5.397970000000004
Number of H-Donors: 7
Number of H-Acceptors: 14
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 4.5 | nM | 10.1126/science.1193225 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 7.0 | nM | 10.1126/science.1193225 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 8.0 | nM | 10.1126/science.1193225 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Activity | nan | None | 10.1021/acs.jnatprod.0c00813 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | GI | 100.0 | % | 10.1021/acs.jnatprod.0c00813 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | GI | nan | None | 10.1021/acs.jnatprod.0c00813 |
| None | Unchecked | IC50 | 3.0 | nM | 10.1021/acs.jnatprod.0c00813 |
| None | Unchecked | Inhibition | 75.0 | % | 10.1021/acs.jnatprod.0c00813 |
| None | Unchecked | Inhibition | nan | % | 10.1021/acs.jnatprod.0c00813 |