SCS-C002053
cladosporin C
Pathway: Polyketides | Shikimates and Phenylpropanoids
Superclass: Chromanes
Class: Azaphilones
Chemical Structure
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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. SCSIO 41428
(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.202401938
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
248.3 Da
Threshold ≤ 500
ALogP
2.57
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H16O4
Molecular Weight:
248.2700 Da
SMILES:
Cc1c(O)cc2c3c1[C@H](C)[C@@H](C)O[C@H]3CC(=O)O2
InChIKey:
OIYQHMZNFFONRO-HLEGCSNESA-N
InChI:
InChI=1S/C14H16O4/c1-6-8(3)17-11-5-12(16)18-10-4-9(15)7(2)13(6)14(10)11/h4,6,8,11,15H,5H2,1-3H3/t6-,8-,11+/m1/s1
Calculated Properties
ALogP:
2.573 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
3
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002053
NPClassifier Pathway:
Polyketides
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
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 |
|---|---|---|---|---|
| Antitumor | — | PC-3 cells,22Rv1 cells | 6.1 μM | 10.1002/cbdv.202401938 Chemistry & Biodiversity |