SCS-C000214
methyl sydowate
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Bisabolane sesquiterpenoids
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.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.3390/md8040941
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
278.3 Da
Threshold ≤ 500
ALogP
3.37
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H22O4
Molecular Weight:
278.3400 Da
SMILES:
COC(=O)c1ccc([C@@]2(C)CCCC(C)(C)O2)c(O)c1
InChIKey:
HATUFMMWPRCINF-MRXNPFEDSA-N
InChI:
InChI=1S/C16H22O4/c1-15(2)8-5-9-16(3,20-15)12-7-6-11(10-13(12)17)14(18)19-4/h6-7,10,17H,5,8-9H2,1-4H3/t16-/m1/s1
Calculated Properties
ALogP:
3.373 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.5625 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000214
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 | inhibition | Staphylococcus aureus, methicillin-resistant Staphylococcus aureus (MRSA) | 100.0 μg/mL | 10.3390/md8040941 Marine Drugs |