SCS-C002118
methyl-6(4,6-dihydroxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoate
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 senticosum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium senticosum
South China Sea
· -1400m
DOI:
10.3390/md24030108
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
320.3 Da
Threshold ≤ 500
ALogP
2.52
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:
C17H20O6
Molecular Weight:
320.3400 Da
SMILES:
COC(=O)CC/C(C)=C/Cc1c(O)c(C)c2c(c1O)C(=O)OC2
InChIKey:
ONBUUVPMBJOPQE-RUDMXATFSA-N
InChI:
InChI=1S/C17H20O6/c1-9(5-7-13(18)22-3)4-6-11-15(19)10(2)12-8-23-17(21)14(12)16(11)20/h4,19-20H,5-8H2,1-3H3/b9-4+
Calculated Properties
ALogP:
2.519 lipophilicity
TPSA:
93.06 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
2
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.4118 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002118
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 |
|---|---|---|---|---|
| Antitumor | IC50 | human cancer cell lines | > 40.0 μM | 10.3390/md24030108 Marine Drugs |