SCS-C006157
epicoccolide B
Pathway: Shikimates and Phenylpropanoids
Superclass: Isoflavonoids
Class: 2-arylbenzofurans
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
Mycosphaerella sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Mycosphaerellales
Family
Mycosphaerellaceae
Genus
Mycosphaerella
Species
Mycosphaerella sp.
South China Sea
DOI:
10.3390/md17080483
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
358.3 Da
Threshold ≤ 500
ALogP
2.87
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:
C18H14O8
Molecular Weight:
358.3020 Da
SMILES:
Cc1c(O)c(O)c(O)c(C=O)c1-c1cc2c(C=O)c(C)c(O)c(O)c2o1
InChIKey:
HTCVSLIHSFBUEL-UHFFFAOYSA-N
InChI:
InChI=1S/C18H14O8/c1-6-9(4-19)8-3-11(26-18(8)17(25)13(6)21)12-7(2)14(22)16(24)15(23)10(12)5-20/h3-5,21-25H,1-2H3
Calculated Properties
ALogP:
2.870 lipophilicity
TPSA:
148.43 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
8
Rotatable Bonds:
3
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1111 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006157
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Isoflavonoids
NPClassifier Class:
2-arylbenzofurans
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 | 26.7 μM | 10.3390/md17080483 Marine Drugs |
| Antioxidant | EC50 | DPPH radical | 16.3 μM | 10.3390/md17080483 Marine Drugs |