SCS-C002072
pestalalactone atropisomers
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
Pestalotiopsis heterocornis
(sponge)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
Pestalotiopsis heterocornis
South China Sea
DOI:
10.3390/md15030069
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
439.3 Da
Threshold ≤ 500
ALogP
5.20
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C21H20Cl2O6
Molecular Weight:
439.2910 Da
SMILES:
COc1c(Cl)c(C)c(Cl)c(O)c1C1OC(=O)c2c(O)cc(O)c(CC=C(C)C)c21
InChIKey:
AMZVUHJBCYQCJF-UHFFFAOYSA-N
InChI:
InChI=1S/C21H20Cl2O6/c1-8(2)5-6-10-11(24)7-12(25)14-13(10)19(29-21(14)27)15-18(26)16(22)9(3)17(23)20(15)28-4/h5,7,19,24-26H,6H2,1-4H3
Calculated Properties
ALogP:
5.196 lipophilicity
TPSA:
96.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002072
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 | — | PC-3 cells | 66.1 μM | 10.3390/md15030069 Marine Drugs |