SCS-C006218
3-(ethoxycarbonyl)-2-methylenenonanoic acid
Pathway: Fatty acids
Superclass: Fatty Acids and Conjugates
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
Penicillium ludwigii
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium ludwigii
South China Sea
DOI:
10.3389/fmicb.2022.857041
· Frontiers in Microbiology
Drug-likeness (Lipinski Ro5)
Molecular Weight
242.3 Da
Threshold ≤ 500
ALogP
2.78
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H22O4
Molecular Weight:
242.3150 Da
SMILES:
C=C(C(=O)O)C(CCCCCC)C(=O)OCC
InChIKey:
NIWVLBGYDLCMEI-UHFFFAOYSA-N
InChI:
InChI=1S/C13H22O4/c1-4-6-7-8-9-11(10(3)12(14)15)13(16)17-5-2/h11H,3-9H2,1-2H3,(H,14,15)
Calculated Properties
ALogP:
2.777 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
9
Ring Count:
0
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.6923 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006218
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty Acids and Conjugates
NPClassifier Class:
N/A
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 | LPS-induced NF-κB activation | 10.7 μM | 10.3389/fmicb.2022.857041 Frontiers in Microbiology |
| Bone metabolism / Osteoclast | inhibition | RANKL-induced osteoclast differentiation | 1, 5, and 9 could suppress the RANKL-induced osteoclast differentiation in BMMCs obviously, with the concentration of 10 μM. | 10.3389/fmicb.2022.857041 Frontiers in Microbiology |