SCS-C001606
asperterphenyl J
Pathway: Shikimates and Phenylpropanoids
Superclass: Terphenyls
Class: 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 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
420.5 Da
Threshold ≤ 500
ALogP
6.10
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C26H28O5
Molecular Weight:
420.5050 Da
SMILES:
COc1cc(-c2c(OC)cc(-c3ccccc3)c(OC)c2O)ccc1OCC=C(C)C
InChIKey:
OKQLUBVUXNIYQQ-UHFFFAOYSA-N
InChI:
InChI=1S/C26H28O5/c1-17(2)13-14-31-21-12-11-19(15-22(21)28-3)24-23(29-4)16-20(26(30-5)25(24)27)18-9-7-6-8-10-18/h6-13,15-16,27H,14H2,1-5H3
Calculated Properties
ALogP:
6.097 lipophilicity
TPSA:
57.15 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
8
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.2308 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001606
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 |
|---|---|---|---|---|
| Antitumor | — | Cancer cell lines | Cytotoxic activity | 10.1016/j.bioorg.2023.106357 Bioorganic Chemistry |