SCS-C006204

epi-pestalotiopyrone I

Pathway: Polyketides Superclass: Cyclic polyketides Class: 2-pyrone 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.

Download: SDF SMILES

Source Information

Neopestalotiopsis sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Neopestalotiopsis Species Neopestalotiopsis sp.

South China Sea

DOI: 10.3390/md23040148 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

284.3 Da

Threshold ≤ 500

ALogP

-0.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H16O7

Molecular Weight:

284.2640 Da

SMILES:

COc1cc(/C(C)=C/C(=O)OC[C@@H](O)CO)oc(=O)c1

InChIKey:

                        YVVVJWFCPJGNFJ-IPQKIJNHSA-N
                        
                    

InChI:

InChI=1S/C13H16O7/c1-8(3-12(16)19-7-9(15)6-14)11-4-10(18-2)5-13(17)20-11/h3-5,9,14-15H,6-7H2,1-2H3/b8-3+/t9-/m0/s1

Calculated Properties

ALogP:

-0.052 lipophilicity

TPSA:

106.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.3846 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006204

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

2-pyrone derivatives

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
Antifibrotic / Organ protection	inhibition of TGF-β1-induced α-SMA expression and ECM production	α-SMA, collagen I, fibronectin	10.0 μM	10.3390/md23040148 Marine Drugs

Back to Compounds