SCS-C007943
(+)-(9R,10E,12E)-9-methoxyoctadecadienoic acid
Pathway: Fatty acids
Superclass: Eicosanoids | Fatty Acids and Conjugates
Class: Methoxy fatty acids | Other Eicosanoids
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 terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
DOI:
10.1021/acs.jafc.4c02769
· Journal of Agricultural and Food Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
310.5 Da
Threshold ≤ 500
ALogP
5.51
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C19H34O3
Molecular Weight:
310.4780 Da
SMILES:
CCCCC/C=C/C=C/[C@@H](CCCCCCCC(=O)O)OC
InChIKey:
JJQUGUPUJMGMTJ-UGZMQUNVSA-N
InChI:
InChI=1S/C19H34O3/c1-3-4-5-6-7-9-12-15-18(22-2)16-13-10-8-11-14-17-19(20)21/h7,9,12,15,18H,3-6,8,10-11,13-14,16-17H2,1-2H3,(H,20,21)/b9-7+,15-12+/t18-/m0/s1
Calculated Properties
ALogP:
5.509 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
15
Ring Count:
0
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.7368 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007943
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Eicosanoids
Fatty Acids and Conjugates
NPClassifier Class:
Methoxy fatty acids
Other Eicosanoids
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Xanthomonas citri subsp. citri | 0.078 mg/mL | 10.1021/acs.jafc.4c02769 Journal of Agricultural and Food Chemistry |
| Antivirulence / Quorum sensing | MIC | Xanthomonas citri subsp. citri biofilm | 0.004875–0.078 mg/mL | 10.1021/acs.jafc.4c02769 Journal of Agricultural and Food Chemistry |
| Other specified activity | efficacy | Xanthomonas citri subsp. citri on citrus leaves | 0.078–0.78 mg/mL | 10.1021/acs.jafc.4c02769 Journal of Agricultural and Food Chemistry |