SCS-C007293
dothiorelone C
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Aromatic polyketides with side chains
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
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1016/s1875-5364(20)30031-5
· Chinese Journal of Natural Medicines
Drug-likeness (Lipinski Ro5)
Molecular Weight
338.4 Da
Threshold ≤ 500
ALogP
2.72
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:
C18H26O6
Molecular Weight:
338.4000 Da
SMILES:
CCOC(=O)Cc1cc(O)cc(O)c1C(=O)CCCCCCCO
InChIKey:
FSTRTPBXQDEUQS-UHFFFAOYSA-N
InChI:
InChI=1S/C18H26O6/c1-2-24-17(23)11-13-10-14(20)12-16(22)18(13)15(21)8-6-4-3-5-7-9-19/h10,12,19-20,22H,2-9,11H2,1H3
Calculated Properties
ALogP:
2.719 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
11
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.5556 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007293
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Aromatic polyketides with side chains
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 | α-glucosidase | 133.4 μmol·L-1 | 10.1016/s1875-5364(20)30031-5 Chinese Journal of Natural Medicines |