SCS-C006115
aurasperone C
Pathway: Polyketides
Superclass: Naphthalenes
Class: Bisnaphthalenes | Naphthalenes and derivatives
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 niger
(alga)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus niger
South China Sea
DOI:
10.3390/molecules21070941
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
592.6 Da
Threshold ≤ 500
ALogP
4.15
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C31H28O12
Molecular Weight:
592.5530 Da
SMILES:
COc1cc(OC)c2c(O)c3c(c(-c4c(O)cc5cc6c(c(O)c5c4OC)C(=O)CC(C)(O)O6)c2c1)OC(C)(O)CC3=O
InChIKey:
BAIJEJFONPISHA-UHFFFAOYSA-N
InChI:
InChI=1S/C31H28O12/c1-30(37)10-16(33)23-19(42-30)7-12-6-15(32)24(28(41-5)20(12)26(23)35)22-14-8-13(39-3)9-18(40-4)21(14)27(36)25-17(34)11-31(2,38)43-29(22)25/h6-9,32,35-38H,10-11H2,1-5H3
Calculated Properties
ALogP:
4.150 lipophilicity
TPSA:
181.44 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
12
Rotatable Bonds:
4
Ring Count:
6
(4 aromatic)
Chiral Centers:
2
Fsp³:
0.2903 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006115
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Bisnaphthalenes
Naphthalenes and derivatives
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 | IC50 | 10 human tumor cell lines | > 30.0 μM | 10.3390/molecules21070941 Molecules |
| Anti-inflammatory | IC50 | COX-2 | 4.2 μM | 10.3390/molecules21070941 Molecules |