SCS-C000475
phomaether A
Pathway: Polyketides
Superclass: Diphenyl ethers (DPEs)
Class: Fungal DPEs
Glycoside
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
Phoma sp. TA07-1
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Didymellaceae
Genus
Phoma
Species
NA
South China Sea
DOI:
10.3390/md15060146
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
422.4 Da
Threshold ≤ 500
ALogP
0.99
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H26O9
Molecular Weight:
422.4000 Da
SMILES:
COc1cc(C)c(Oc2cc(C)cc(O)c2)c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c1
InChIKey:
MRFWRRIFBOKMGW-GQUPQBGVSA-N
InChI:
InChI=1S/C21H26O9/c1-10-4-12(23)7-14(5-10)28-20-11(2)6-13(27-3)8-15(20)29-21-19(26)18(25)17(24)16(9-22)30-21/h4-8,16-19,21-26H,9H2,1-3H3/t16-,17-,18+,19-,21-/m1/s1
Calculated Properties
ALogP:
0.989 lipophilicity
TPSA:
138.07 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
9
Rotatable Bonds:
6
Ring Count:
3
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000475
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
Glycoside:
Yes
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 |
|---|---|---|---|---|
| Antibacterial | MIC | S. albus,S. aureus,E. coli,V. parahaemolyticus,V. anguillarum | 0.312–10.0 μM | 10.3390/md15060146 Marine Drugs |