SCS-C006642
asperterphenylcin A
Pathway: Shikimates and Phenylpropanoids
Superclass: Terphenyls
Class: m-Terphenyls | p-Terphenyls
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 candidus
(Aspergillus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus candidus
South China Sea
DOI:
10.3390/md22010013
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
368.4 Da
Threshold ≤ 500
ALogP
4.16
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H20O6
Molecular Weight:
368.3850 Da
SMILES:
COc1ccc(O)c(-c2c(OC)cc(-c3ccc(O)cc3)c(OC)c2O)c1
InChIKey:
WKIFEOZQHPREFL-UHFFFAOYSA-N
InChI:
InChI=1S/C21H20O6/c1-25-14-8-9-17(23)16(10-14)19-18(26-2)11-15(21(27-3)20(19)24)12-4-6-13(22)7-5-12/h4-11,22-24H,1-3H3
Calculated Properties
ALogP:
4.163 lipophilicity
TPSA:
88.38 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006642
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Terphenyls
NPClassifier Class:
m-Terphenyls
p-Terphenyls
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 | IC50 | alpha-glucosidase | Compound 1 had the weakest inhibitory activity, but it was still 6.7-times more active than acarbose. | 10.3390/md22010013 Marine Drugs |