SCS-C006847
(±)-oxypenicinoline D
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Acridone alkaloids
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
Penicillium steckii SCSIO 41025
(Penicillium)
Original source name: Penicillium steckii SCSIO 41025 (Trichocomaceae)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
· 21.235 N, 110.451 E
DOI:
10.1016/j.phytochem.2021.112730
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
256.3 Da
Threshold ≤ 500
ALogP
1.19
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H12N2O3
Molecular Weight:
256.2610 Da
SMILES:
COC12CCN1C(=O)c1c2[nH]c2ccccc2c1=O
InChIKey:
ZILCACRSNAUESL-UHFFFAOYSA-N
InChI:
InChI=1S/C14H12N2O3/c1-19-14-6-7-16(14)13(18)10-11(17)8-4-2-3-5-9(8)15-12(10)14/h2-5H,6-7H2,1H3,(H,15,17)
Calculated Properties
ALogP:
1.187 lipophilicity
TPSA:
62.40 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
4
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006847
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Acridone alkaloids
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 | α-glucosidase | compounds (±)–2–4 displayed nearly no inhibitions against α-glucosidase | 10.1016/j.phytochem.2021.112730 Phytochemistry |