SCS-C000441
pestalachloride C
Pathway: Polyketides | Terpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Pestalotiopsis sp.
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
NA
South China Sea
DOI:
10.1007/s10600-017-2230-x
· Chemistry of Natural Compounds
Pestalotiopsis sp. ZJ-2009-7-6), isolated from Sarcophyton sp.
(coral-associated fungus)
Original source name: Pestalotiopsis sp. (ZJ-2009-7-6), isolated from Sarcophyton sp.
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
NA
South China Sea
DOI:
10.3390/md11041050
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
423.3 Da
Threshold ≤ 500
ALogP
5.01
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C21H20Cl2O5
Molecular Weight:
423.3000 Da
SMILES:
COc1c(Cl)c(C)c(Cl)c2c1[C@H]1c3c(C=O)c(O)cc(O)c3C[C@@H]1C(C)(C)O2
InChIKey:
ANCGXXHYXGKUAF-XHDPSFHLSA-N
InChI:
InChI=1S/C21H20Cl2O5/c1-8-17(22)19(27-4)16-15-11(21(2,3)28-20(16)18(8)23)5-9-12(25)6-13(26)10(7-24)14(9)15/h6-7,11,15,25-26H,5H2,1-4H3/t11-,15+/m0/s1
Calculated Properties
ALogP:
5.009 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3810 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000441
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Escherichia coli,Vibrio anguillarum,Vibrio parahaemolyticus,zebrafish embryo | 5.0 μM | 10.1007/s10600-017-2230-x Chemistry of Natural Compounds |
| Antibacterial | MIC | Escherichia coli | 5.0 μM | 10.3390/md11041050 Marine Drugs |
| Antibacterial | MIC | Vibrio anguillarum | 10.0 μM | 10.3390/md11041050 Marine Drugs |
| Antibacterial | MIC | Vibrio parahaemolyticus | 20.0 μM | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 16.3 μg/mL | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 18.6 μg/mL | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 6.3 μg/mL | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 24.5 μg/mL | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 8.2 μg/mL | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 5.8 μg/mL | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 7.4 μg/mL | 10.3390/md11041050 Marine Drugs |
| Toxicity | EC50 | Danio rerio embryos | 12.6 μg/mL | 10.3390/md11041050 Marine Drugs |