SCS-C001598
asperterphenyl A
Pathway: Shikimates and Phenylpropanoids
Superclass: Terphenyls
Class: p-Terphenyls
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp. SCSIO 41315
(coral-derived fungus)
Original source name: Aspergillus sp. SCSIO41315
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Weizhou Island
DOI:
10.1016/j.bioorg.2023.106357
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
702.7 Da
Threshold ≤ 500
ALogP
8.75
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
4 violations (MW, ALogP, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C40H30O12
Molecular Weight:
702.6680 Da
SMILES:
COc1c(-c2ccc(O)cc2)cc(OC)c2c1oc1c(-c3c(O)c(O)cc4c3oc3c(OC)c(-c5ccc(O)cc5)cc(OC)c34)c(O)c(O)cc12
InChIKey:
WQKIPTKLTDCTSH-UHFFFAOYSA-N
InChI:
InChI=1S/C40H30O12/c1-47-27-15-21(17-5-9-19(41)10-6-17)37(49-3)39-29(27)23-13-25(43)33(45)31(35(23)51-39)32-34(46)26(44)14-24-30-28(48-2)16-22(18-7-11-20(42)12-8-18)38(50-4)40(30)52-36(24)32/h5-16,41-46H,1-4H3
Calculated Properties
ALogP:
8.754 lipophilicity
TPSA:
184.58 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
12
Rotatable Bonds:
7
Ring Count:
8
(8 aromatic)
Chiral Centers:
0
Fsp³:
0.1000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001598
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Terphenyls
NPClassifier Class:
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 |
|---|---|---|---|---|
| Antiviral | IC50 | Neuraminidase | 1.77 ± 0.53 μM | 10.1016/j.bioorg.2023.106357 Bioorganic Chemistry |
| Antiviral | IC50 | H1N1 influenza virus | 0.67–1.48 μM | 10.1016/j.bioorg.2023.106357 Bioorganic Chemistry |