SCS-C008087
(E)-4-methoxy-6-hydroxy-3-(4-oxo-6-(1-propenyl)-4H-pyran-3-yl)isobenzofuran-1(3H)-one
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Phthalide derivatives
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
Guignardia sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Botryosphaeriales
Family
Phyllostictaceae
Genus
Guignardia
Species
NA
South China Sea
DOI:
10.1002/mrc.2216
· Magnetic Resonance in Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
314.3 Da
Threshold ≤ 500
ALogP
2.65
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H14O6
Molecular Weight:
314.2930 Da
SMILES:
C/C=C/c1cc(=O)c([C@@H]2OC(=O)c3cc(O)cc(OC)c32)co1
InChIKey:
NVHLCBWXUVVGMN-CWDCEQMOSA-N
InChI:
InChI=1S/C17H14O6/c1-3-4-10-7-13(19)12(8-22-10)16-15-11(17(20)23-16)5-9(18)6-14(15)21-2/h3-8,16,18H,1-2H3/b4-3+/t16-/m0/s1
Calculated Properties
ALogP:
2.647 lipophilicity
TPSA:
85.97 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.1765 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008087
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Phthalide derivatives
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.