SCS-C007108
(±)-3-(2,3-dihydroxypropyl)-6,8-dimethoxyisocoumarin
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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 BB1
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus flavus
South China Sea
DOI:
10.1016/j.bioorg.2021.105269
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
280.3 Da
Threshold ≤ 500
ALogP
0.71
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H16O6
Molecular Weight:
280.2760 Da
SMILES:
COc1cc(OC)c2c(=O)oc(CC(O)CO)cc2c1
InChIKey:
ZJKZIOGDQWWIEQ-UHFFFAOYSA-N
InChI:
InChI=1S/C14H16O6/c1-18-10-3-8-4-11(5-9(16)7-15)20-14(17)13(8)12(6-10)19-2/h3-4,6,9,15-16H,5,7H2,1-2H3
Calculated Properties
ALogP:
0.706 lipophilicity
TPSA:
89.13 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
2
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.3571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007108
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.