SCS-C007132
stapyrone E
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: 2-pyrone derivatives
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
Stagonospora sp. SYSU-MS7888
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Massarinaceae
Genus
Stagonospora
Species
Stagonospora sp.
South China Sea
DOI:
10.1016/j.bioorg.2023.106542
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
280.3 Da
Threshold ≤ 500
ALogP
2.57
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H20O5
Molecular Weight:
280.3200 Da
SMILES:
COC(=O)C/C(C)=C/[C@H](C)c1cc(OC)c(C)c(=O)o1
InChIKey:
ORNXLRNRPPGMMR-ZKXNXJMVSA-N
InChI:
InChI=1S/C15H20O5/c1-9(7-14(16)19-5)6-10(2)12-8-13(18-4)11(3)15(17)20-12/h6,8,10H,7H2,1-5H3/b9-6+/t10-/m0/s1
Calculated Properties
ALogP:
2.570 lipophilicity
TPSA:
65.74 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
1
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007132
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
2-pyrone derivatives
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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | NO production | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.bioorg.2023.106542 Bioorganic Chemistry |
| Antitumor | — | RAW264.7 cells | compounds 2,7, and 9 exhibited weak or no cytotoxicity (growth inhibition rate less than 50%) | 10.1016/j.bioorg.2023.106542 Bioorganic Chemistry |