SCS-C006816

neopestalone

Pathway: Polyketides Superclass: Aromatic polyketides

Chemical Structure

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Source Information

Pestalotiopsis neglecta (SCSIO41403)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species Pestalotiopsis neglecta

South China Sea

DOI: 10.1038/s41429-020-0308-3 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

276.2 Da

Threshold ≤ 500

ALogP

1.23

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H12O6

Molecular Weight:

276.2440 Da

SMILES:

O=C(c1cc(O)cc(O)c1)c1c(O)cc(CO)cc1O

InChIKey:

                        ZJNVDLOXGOANEL-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C14H12O6/c15-6-7-1-11(18)13(12(19)2-7)14(20)8-3-9(16)5-10(17)4-8/h1-5,15-19H,6H2

Calculated Properties

ALogP:

1.232 lipophilicity

TPSA:

118.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.0714 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006816

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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
Antiviral	—	Dengue virus	All compounds were evaluated for their activities against Dengue virus infectivity by the cell-based cytopathic effect (CPE) assay, however none of them showed obvious activities with 10 μM.	10.1038/s41429-020-0308-3 The Journal of Antibiotics
Anti-inflammatory	IC50	COX-2	5.8 μM	10.1038/s41429-020-0308-3 The Journal of Antibiotics

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