SCS-C006114
aurasperone B
Pathway: Polyketides
Superclass: Naphthalenes
Class: 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
606.6 Da
Threshold ≤ 500
ALogP
4.45
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H30O12
Molecular Weight:
606.5800 Da
SMILES:
COc1cc(OC)c2c(O)c3c(c(-c4c(OC)cc5cc6c(c(O)c5c4OC)C(=O)CC(C)(O)O6)c2c1)OC(C)(O)CC3=O
InChIKey:
VIFQAHKDYKZMMS-UHFFFAOYSA-N
InChI:
InChI=1S/C32H30O12/c1-31(37)11-16(33)24-20(43-31)8-13-7-18(40-4)26(29(42-6)21(13)27(24)35)23-15-9-14(39-3)10-19(41-5)22(15)28(36)25-17(34)12-32(2,38)44-30(23)25/h7-10,35-38H,11-12H2,1-6H3
Calculated Properties
ALogP:
4.453 lipophilicity
TPSA:
170.44 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
12
Rotatable Bonds:
5
Ring Count:
6
(4 aromatic)
Chiral Centers:
2
Fsp³:
0.3125 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006114
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
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 |