SCS-C000505
demethoxycarbonylbutyrolactone II
Pathway: Shikimates and Phenylpropanoids
Superclass: Diazotetronic acids and derivatives
Class: Pulvinones
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:
10.1002/cbdv.201400321
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
298.3 Da
Threshold ≤ 500
ALogP
2.54
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H14O5
Molecular Weight:
298.2940 Da
SMILES:
O=C1O[C@H](Cc2ccc(O)cc2)C(c2ccc(O)cc2)=C1O
InChIKey:
YFDAFIBRAHBXFL-CQSZACIVSA-N
InChI:
InChI=1S/C17H14O5/c18-12-5-1-10(2-6-12)9-14-15(16(20)17(21)22-14)11-3-7-13(19)8-4-11/h1-8,14,18-20H,9H2/t14-/m1/s1
Calculated Properties
ALogP:
2.535 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.1176 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000505
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Diazotetronic acids and derivatives
NPClassifier Class:
Pulvinones
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 |
|---|---|---|---|---|
| Antifouling | EC50 | Balanus amphitrite | 4.25 μg/mL | 10.1002/cbdv.201400321 Chemistry & Biodiversity |