SCS-C000522
6-(3-carboxybutyl)-7-hydroxy-5-methoxy-4-methylphthalan-1-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
Penicillium bialowiezense
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium bialowiezense
South China Sea
DOI:
10.3390/md16070230
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
294.3 Da
Threshold ≤ 500
ALogP
2.03
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H18O6
Molecular Weight:
294.3000 Da
SMILES:
COc1c(C)c2c(c(O)c1CC[C@H](C)C(=O)O)C(=O)OC2
InChIKey:
QMNZQJIPOGEXDT-ZETCQYMHSA-N
InChI:
InChI=1S/C15H18O6/c1-7(14(17)18)4-5-9-12(16)11-10(6-21-15(11)19)8(2)13(9)20-3/h7,16H,4-6H2,1-3H3,(H,17,18)/t7-/m0/s1
Calculated Properties
ALogP:
2.033 lipophilicity
TPSA:
93.06 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000522
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
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 |
|---|---|---|---|---|
| Immunomodulatory / Anti-allergic | IC50 | IMPDH2 | 3.27–24.68 μM | 10.3390/md16070230 Marine Drugs |