SCS-C001618
4''-deoxyterprenin
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 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
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
406.5 Da
Threshold ≤ 500
ALogP
5.79
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H26O5
Molecular Weight:
406.5000 Da
SMILES:
COc1cc(-c2ccccc2)c(OC)c(O)c1-c1ccc(OCC=C(C)C)c(O)c1
InChIKey:
YCBXUIGXLWHDKF-UHFFFAOYSA-N
InChI:
InChI=1S/C25H26O5/c1-16(2)12-13-30-21-11-10-18(14-20(21)26)23-22(28-3)15-19(25(29-4)24(23)27)17-8-6-5-7-9-17/h5-12,14-15,26-27H,13H2,1-4H3
Calculated Properties
ALogP:
5.794 lipophilicity
TPSA:
68.15 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.2000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001618
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 |
| Antitumor | IC50 | BEL-7402 human liver cancer cells | 6.57–6.8100000000000005 μM | 10.3390/md22010013 Marine Drugs |
| Antifungal | inhibition circle diameter | Neoscytalidium dimidiatum | 29.31–34.03 mm | 10.3390/md22010013 Marine Drugs |
| Enzyme inhibition | — | alpha-glucosidase | the α-glucosidase inhibitory activity of 5 completely disappeared, probably because the hydrogen in the hydroxyl group was substituted by an isopentene group. | 10.3390/md22010013 Marine Drugs |