SCS-C006269
(E)-2,4-dihydroxy-3-methyl-6-(2-oxopent-3-en-1-yl)benzaldehyde
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Sorbicilinoids
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
Aspergillus sp. SCSIO 41407
(coral-derived fungus)
Original source name: Aspergillus sp. SCSIO41407
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.3390/molecules26164851
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
234.3 Da
Threshold ≤ 500
ALogP
1.91
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H14O4
Molecular Weight:
234.2510 Da
SMILES:
C/C=C/C(=O)Cc1cc(O)c(C)c(O)c1C=O
InChIKey:
XQKSLMCTFGEFFF-ONEGZZNKSA-N
InChI:
InChI=1S/C13H14O4/c1-3-4-10(15)5-9-6-12(16)8(2)13(17)11(9)7-14/h3-4,6-7,16-17H,5H2,1-2H3/b4-3+
Calculated Properties
ALogP:
1.906 lipophilicity
TPSA:
74.60 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.2308 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006269
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Sorbicilinoids
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 | inhibitory | NF-κB | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/molecules26164851 Molecules |
| Anti-inflammatory | binding | NF-κB p65 protein | 1, 11–14 showed obvious protein/ligand-binding effects to the NF-κB p65 protein | 10.3390/molecules26164851 Molecules |