SCS-C000851
lecanoric acid
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Depsides
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 nidulans SD-531
(deep-sea fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus nidulans
South China Sea
DOI:
10.1007/s00343-020-0052-3
· Journal of Oceanology and Limnology
Drug-likeness (Lipinski Ro5)
Molecular Weight
318.3 Da
Threshold ≤ 500
ALogP
2.34
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H14O7
Molecular Weight:
318.2800 Da
SMILES:
Cc1cc(OC(=O)c2c(C)cc(O)cc2O)cc(O)c1C(=O)O
InChIKey:
HEMSJKZDHNSSEW-UHFFFAOYSA-N
InChI:
InChI=1S/C16H14O7/c1-7-3-9(17)5-11(18)14(7)16(22)23-10-4-8(2)13(15(20)21)12(19)6-10/h3-6,17-19H,1-2H3,(H,20,21)
Calculated Properties
ALogP:
2.338 lipophilicity
TPSA:
124.29 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000851
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Depsides
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 |
|---|---|---|---|---|
| Antioxidant | — | free radicals;Nrf2 pathway | — Structured numeric value is not available in this record; see the primary reference. | 10.1007/s00343-020-0052-3 Journal of Oceanology and Limnology |