SCS-C006919
bafilomycin G
Pathway: Polyketides
Superclass: Macrolides
Class: Bafilomycins
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.
Source Information
Streptomyces cavourensis SCSIO 66814
(NA)
Original source name: Streptomyces sp. SCSIO 66814
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces cavourensis
South China Sea
DOI:
10.1016/j.phytochem.2024.114101
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
636.9 Da
Threshold ≤ 500
ALogP
5.35
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H60O9
Molecular Weight:
636.8670 Da
SMILES:
COC1=CC(C)=C[C@@H](C)[C@@H](O)[C@@H](C)CC(C)=CC=C[C@H](OC)[C@@H]([C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](OC)[C@H](C)[C@@H](C(C)C)O2)OC1=O
InChIKey:
SFLNWFBBCTZPBV-FMEXVRFLSA-N
InChI:
InChI=1S/C36H60O9/c1-20(2)33-25(7)30(43-12)19-36(40,45-33)27(9)32(38)26(8)34-28(41-10)15-13-14-21(3)16-23(5)31(37)24(6)17-22(4)18-29(42-11)35(39)44-34/h13-15,17-18,20,23-28,30-34,37-38,40H,16,19H2,1-12H3/t23-,24+,25-,26-,27-,28-,30+,31-,32+,33+,34+,36+/m0/s1
Calculated Properties
ALogP:
5.347 lipophilicity
TPSA:
123.91 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
9
Rotatable Bonds:
8
Ring Count:
2
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006919
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Bafilomycins
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |
|---|---|---|---|---|
| Antitumor | inhibition rate | A-549 human non-small cell lung cancer cells, HCT-116 human colon cancer cells | > 76.0 % | 10.1016/j.phytochem.2024.114101 Phytochemistry |
| Antibacterial | inhibition | Staphylococcus aureus | compounds 1–6 were tested for antibacterial activity against Bacillus subtilis, Staphylococcus aureus, Enterococcus faecalis and Escherichia coli, but none of them displayed obvious antibacterial activity. | 10.1016/j.phytochem.2024.114101 Phytochemistry |