SCS-C000474
talaromycin C
Pathway: Polyketides
Superclass: Diphenyl ethers (DPEs)
Class: Fungal DPEs
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
Talaromyces sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
NA
South China Sea
DOI:
10.1002/cbdv.201400267
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
490.5 Da
Threshold ≤ 500
ALogP
5.23
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C26H34O9
Molecular Weight:
490.5000 Da
SMILES:
COC(=O)c1c(Oc2c(O)cc(C)cc2C(OC)OC)ccc(C(CC(C)C)OC(C)=O)c1OC
InChIKey:
PXQCIAJEPYUGQU-UHFFFAOYSA-N
InChI:
InChI=1S/C26H34O9/c1-14(2)11-21(34-16(4)27)17-9-10-20(22(24(17)30-5)25(29)31-6)35-23-18(26(32-7)33-8)12-15(3)13-19(23)28/h9-10,12-14,21,26,28H,11H2,1-8H3
Calculated Properties
ALogP:
5.230 lipophilicity
TPSA:
109.75 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
11
Ring Count:
2
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.4615 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000474
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
Glycoside:
No
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 |
|---|---|---|---|---|
| Antifouling | EC50 | larval settlement of Balanus amphitrite | 2.8 μg/mL | 10.1002/cbdv.201400267 Chemistry & Biodiversity |