SCS-C006822
salicylaldehydium A
Pathway: Polyketides
Superclass: Meroterpenoids
Class: Cannabinoids
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
Eurotium sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Eurotium
Species
NA
South China Sea
· 158 m
· 110°0.292°E
DOI:
10.3390/md19100543
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
336.4 Da
Threshold ≤ 500
ALogP
3.28
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H28O5
Molecular Weight:
336.4280 Da
SMILES:
CCCCCCCc1c(O)cc2c(c1C=O)OC(C)(C)[C@@H](O)[C@@H]2O
InChIKey:
XUOQQCGDNZKXRP-AEFFLSMTSA-N
InChI:
InChI=1S/C19H28O5/c1-4-5-6-7-8-9-12-14(11-20)17-13(10-15(12)21)16(22)18(23)19(2,3)24-17/h10-11,16,18,21-23H,4-9H2,1-3H3/t16-,18+/m1/s1
Calculated Properties
ALogP:
3.283 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.6316 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006822
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Cannabinoids
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 | SF-268 tumor cell line | 90.7–91.3 μM | 10.3390/md19100543 Marine Drugs |
| Antitumor | IC50 | HepG2 tumor cell line | 95.0–96.0 μM | 10.3390/md19100543 Marine Drugs |
| Antioxidant | IC50 | DPPH radical | > 100.0 μM | 10.3390/md19100543 Marine Drugs |