SCS-C000690
Azaspirofurans A
Pathway: Amino acids and Peptides | Polyketides
Superclass: Cyclic polyketides
Class: 3-Spirotetramic acids
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
Talaromyces helicus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
Talaromyces helicus
South China Sea
· -1138
DOI:
10.1007/s13205-022-03237-9
· 3 Biotech
Drug-likeness (Lipinski Ro5)
Molecular Weight
411.4 Da
Threshold ≤ 500
ALogP
1.63
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H21NO7
Molecular Weight:
411.4100 Da
SMILES:
CCc1ccc(C2=C(C)C(=O)[C@]3(O2)C(=O)N[C@@](OC)(C(=O)c2ccccc2)[C@@H]3O)o1
InChIKey:
PXIIDWGMSCTXAQ-CEMLEFRQSA-N
InChI:
InChI=1S/C22H21NO7/c1-4-14-10-11-15(29-14)16-12(2)17(24)21(30-16)19(26)22(28-3,23-20(21)27)18(25)13-8-6-5-7-9-13/h5-11,19,26H,4H2,1-3H3,(H,23,27)/t19-,21-,22-/m1/s1
Calculated Properties
ALogP:
1.627 lipophilicity
TPSA:
115.07 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
5
Ring Count:
4
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000690
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
3-Spirotetramic acids
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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | LPS-induced NO production in BV2 microglia; LPS-induced cytokines (TNF-a, INF-y, IL-4, IL-10) in BV2 microglia | 9.65 μM | 10.1007/s13205-022-03237-9 3 Biotech |