SCS-C000521
6-(5-methoxycarbonyl-3-methylpent-2-enyl)-3,7-dihydroxy-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
350.4 Da
Threshold ≤ 500
ALogP
2.31
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H22O7
Molecular Weight:
350.4000 Da
SMILES:
COC(=O)CCC(C)=CCc1c(O)c2c(c(C)c1OC)C(O)OC2=O
InChIKey:
VIETWRMQYIXKOG-UHFFFAOYSA-N
InChI:
InChI=1S/C18H22O7/c1-9(6-8-12(19)23-3)5-7-11-15(20)14-13(10(2)16(11)24-4)17(21)25-18(14)22/h5,17,20-21H,6-8H2,1-4H3
Calculated Properties
ALogP:
2.312 lipophilicity
TPSA:
102.29 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4444 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000521
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 | 0.84–0.95 μM | 10.3390/md16070230 Marine Drugs |