SCS-C001417
3-Ethyl-5,6-dihydroxyphthalide
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
Cochliobolus lunatus SCSIO 41401
(gorgonian-derived fungus)
Original source name: Cochliobolus lunatus SCSIO41401
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Cochliobolus lunatus
Yongxing Island
DOI:
10.1021/acs.jnatprod.8b00015
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
194.1 Da
Threshold ≤ 500
ALogP
1.72
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:
C10H10O4
Molecular Weight:
194.0580 Da
SMILES:
CC[C@@H]1OC(=O)c2cc(O)c(O)cc21
InChIKey:
ULGWVUDHZXZJSA-VIFPVBQESA-N
InChI:
InChI=1S/C10H10O4/c1-2-9-5-3-7(11)8(12)4-6(5)10(13)14-9/h3-4,9,11-12H,2H2,1H3/t9-/m0/s1
Calculated Properties
ALogP:
1.719 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001417
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 | — | ACHN,786-O,OS-RC-2,HepG-2,SGC7901 | > 50.0 μM | 10.1021/acs.jnatprod.8b00015 Journal of Natural Products |