SCS-C000905
7-chloro-3,4-dihydro-6,8-dihydroxy-3-methylisocoumarin
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
Amorosia sp. SCSIO 41026
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Amorosiaceae
Genus
Amorosia
Species
NA
Zhanjiang Mangrove
· 21.235° N, 110.451° E
DOI:
10.3389/fmicb.2022.976399
· Frontiers in Microbiology
Drug-likeness (Lipinski Ro5)
Molecular Weight
228.6 Da
Threshold ≤ 500
ALogP
1.85
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H9ClO4
Molecular Weight:
228.6300 Da
SMILES:
C[C@@H]1Cc2cc(O)c(Cl)c(O)c2C(=O)O1
InChIKey:
DGSBLHFAZVSZGE-SCSAIBSYSA-N
InChI:
InChI=1S/C10H9ClO4/c1-4-2-5-3-6(12)8(11)9(13)7(5)10(14)15-4/h3-4,12-13H,2H2,1H3/t4-/m1/s1
Calculated Properties
ALogP:
1.853 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000905
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 |
|---|---|---|---|---|
| Anti-inflammatory | — | RAW264.7 macrophages induced by LPS | 10.0 μM | 10.3389/fmicb.2022.976399 Frontiers in Microbiology |