SCS-C001707
citreoisocoumarinol
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
Nectria sp. HN001
(NA)
Kingdom
Metazoa
Phylum
Echinodermata
Class
Asteroidea
Order
Valvatida
Family
Oreasteridae
Genus
Nectria
Species
NA
Hainan Island
DOI:
10.3390/md14050086
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
280.3 Da
Threshold ≤ 500
ALogP
0.88
Threshold ≤ 5
H-Bond Donors
4
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:
C[C@@H](O)C[C@@H](O)Cc1cc2cc(O)cc(O)c2c(=O)o1
InChIKey:
CQXZVXNVRFIVCN-VXNVDRBHSA-N
InChI:
InChI=1S/C14H16O6/c1-7(15)2-9(16)5-11-4-8-3-10(17)6-12(18)13(8)14(19)20-11/h3-4,6-7,9,15-18H,2,5H2,1H3/t7-,9-/m1/s1
Calculated Properties
ALogP:
0.878 lipophilicity
TPSA:
111.13 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
2
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001707
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
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 | 392.5 ± 1.7 μM | 10.3390/md14050086 Marine Drugs |