SCS-C006339
2,3,4-trihydroxybutyl 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoate
Pathway: Polyketides
Superclass: Diphenyl ethers (DPEs)
Class: Fungal DPEs
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 flavus QQSG-3
(NA)
Original source name: Aspergillus flavus QQSG-3 (endophytic fungus isolated from fresh branch of Kandelia obovata)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus flavus
South China Sea
DOI:
10.3390/md16090307
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
378.4 Da
Threshold ≤ 500
ALogP
1.38
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H22O8
Molecular Weight:
378.3770 Da
SMILES:
Cc1cc(O)cc(Oc2cc(C)c(C(=O)OCC(O)C(O)CO)c(O)c2)c1
InChIKey:
UJUWTWGSGCQYGB-UHFFFAOYSA-N
InChI:
InChI=1S/C19H22O8/c1-10-3-12(21)6-13(4-10)27-14-5-11(2)18(15(22)7-14)19(25)26-9-17(24)16(23)8-20/h3-7,16-17,20-24H,8-9H2,1-2H3
Calculated Properties
ALogP:
1.378 lipophilicity
TPSA:
136.68 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
8
Rotatable Bonds:
7
Ring Count:
2
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3158 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006339
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
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 | inhibitory activity | α-glucosidase | the activities of compounds 1 and 2 were better than that of acarbose (used as a positive control) | 10.3390/md16090307 Marine Drugs |