SCS-C007604
similanpyrone C
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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 sp. WXF1904
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
· 18°31.724′N, 116°44.453′E
DOI:
10.1002/cbdv.202301706
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
285.1 Da
Threshold ≤ 500
ALogP
2.58
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C11H9BrO4
Molecular Weight:
285.0930 Da
SMILES:
Cc1cc2c(Br)c(O)c(C)c(O)c2c(=O)o1
InChIKey:
DIGOZVGLMPIFAN-UHFFFAOYSA-N
InChI:
InChI=1S/C11H9BrO4/c1-4-3-6-7(11(15)16-4)9(13)5(2)10(14)8(6)12/h3,13-14H,1-2H3
Calculated Properties
ALogP:
2.583 lipophilicity
TPSA:
70.67 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007604
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
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 |
|---|---|---|---|---|
| Enzyme inhibition | inhibition rate | acetylcholinesterase | 28.7 % | 10.1002/cbdv.202301706 Chemistry & Biodiversity |