SCS-C008410

nigericin

Pathway: Polyketides Superclass: Polyethers Class: Polyether ionophores Glycoside

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Streptomyces sp. (bacterium)

Original source name: Streptomyces sp. SCSIO 1934

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA

South China Sea · 200 m · E111°26.118', N18°34.363'

Year: 2011

Drug-likeness (Lipinski Ro5)

Molecular Weight

725.0 Da

Threshold ≤ 500

ALogP

5.71

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C40H68O11

Molecular Weight:

724.9730 Da

SMILES:

CO[C@@H]1C[C@@H](C[C@H]2CC[C@H](C)[C@H]([C@@H](C)C(=O)O)O2)O[C@]2(O[C@](C)([C@H]3CC[C@@](C)([C@@H]4O[C@@H]([C@H]5O[C@@](O)(CO)[C@H](C)C[C@@H]5C)C[C@@H]4C)O3)C[C@H]2C)[C@@H]1C

InChIKey:

                        DANUORFCFTYTSZ-SJSJOXFOSA-N
                        
                    

InChI:

InChI=1S/C40H68O11/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34/h21-35,41,44H,11-20H2,1-10H3,(H,42,43)/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+/m0/s1

Calculated Properties

ALogP:

5.706 lipophilicity

TPSA:

142.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (0 aromatic)

Chiral Centers:

Fsp³:

0.9750 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008410

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polyethers

NPClassifier Class:

Polyether ionophores

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antibacterial	inhibition	antibacterial activity; inhibition; target	antibacterial activity; inhibition; target: Bacillus acidocaldarius, Bacillus cereus, Staphylococcus aureus	—
Other specified activity	inhibition	coccidia	anticoccidial activity; inhibition; target: coccidia	—

Back to Compounds