SCS-C006002
4-hydroxy-6-methoxy-5-methylphthalid
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 sp. SCSIO 041218 (Original Number: SYFz-1)
(soft coral-derived fungus)
Original source name: Penicillium sp. SCSIO041218 (Original Number: SYFz-1)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Offshore Hainan Island
· 18°13'50.2"N, 109°37'15.8"E
DOI:
10.3390/molecules24091686
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
194.2 Da
Threshold ≤ 500
ALogP
1.38
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H10O4
Molecular Weight:
194.1860 Da
SMILES:
COc1cc2c(c(O)c1C)COC2=O
InChIKey:
NUAKROUEBAHTAU-UHFFFAOYSA-N
InChI:
InChI=1S/C10H10O4/c1-5-8(13-2)3-6-7(9(5)11)4-14-10(6)12/h3,11H,4H2,1-2H3
Calculated Properties
ALogP:
1.380 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006002
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 | 10 human tumor cell lines (H1975; K562; BGC823; MCF-7; A549; Hela; HL60 and Huh-7) | Compounds 1–7 were tested for their in vitro cytotoxicities against 10 human tumor cell lines... all the compounds displayed weak or no activity. | 10.3390/molecules24091686 Molecules |