SCS-C001181
asperterilone A
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
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 terreus hdaA mutant
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Beibu Gulf
DOI:
10.3390/jof8101024
· J. Fungi
Drug-likeness (Lipinski Ro5)
Molecular Weight
348.4 Da
Threshold ≤ 500
ALogP
2.19
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:
C20H28O5
Molecular Weight:
348.4390 Da
SMILES:
CC(/C=C/C1=CC2=C(CO1)C(=O)[C@@](C)(O)[C@@](C)(O)C2)=C\[C@@H](C)CCO
InChIKey:
OMXUCXPBITUNTJ-IJXIFYGKSA-N
InChI:
InChI=1S/C20H28O5/c1-13(9-14(2)7-8-21)5-6-16-10-15-11-19(3,23)20(4,24)18(22)17(15)12-25-16/h5-6,9-10,14,21,23-24H,7-8,11-12H2,1-4H3/b6-5+,13-9+/t14-,19-,20+/m0/s1
Calculated Properties
ALogP:
2.193 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001181
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
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 |
|---|---|---|---|---|
| Antitumor | MIC | Candida parapsilosis, human breast cancer cell line MDA-MB-231 | 18.0 μM | 10.3390/jof8101024 J. Fungi |