SCS-C000219
sydowic acid
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Bisabolane sesquiterpenoids
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
Aspergillus versicolor ZJ-2008015
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.3390/jof8101043
· Journal of Fungi
Drug-likeness (Lipinski Ro5)
Molecular Weight
264.3 Da
Threshold ≤ 500
ALogP
3.28
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H20O4
Molecular Weight:
264.3200 Da
SMILES:
CC1(C)CCCC(C)(c2ccc(C(=O)O)cc2O)O1
InChIKey:
PPKSRWBBMMEDGG-UHFFFAOYSA-N
InChI:
InChI=1S/C15H20O4/c1-14(2)7-4-8-15(3,19-14)11-6-5-10(13(17)18)9-12(11)16/h5-6,9,16H,4,7-8H2,1-3H3,(H,17,18)
Calculated Properties
ALogP:
3.285 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.5333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000219
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Bisabolane sesquiterpenoids
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 | Staphylococcus albus | 5.4 μg/mL | 10.3390/jof8101043 Journal of Fungi |
| Antibacterial | MIC | Staphylococcus aureus | 5.4 μg/mL | 10.3390/jof8101043 Journal of Fungi |
| Antitumor | IC50 | murine leukemia P-388 cells | 2.56 μg/mL | 10.3390/jof8101043 Journal of Fungi |