SCS-C007514

penicilliode A

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

Penicillium sp. GGF16-1-2 (soft coral-derived fungus)

Original source name: Penicillium sp. GGF16-1-2 (isolated from starfish)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium sp. GGF16-1-2

South China Sea

DOI: 10.1002/cbdv.201900052 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

238.3 Da

Threshold ≤ 500

ALogP

2.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H18O4

Molecular Weight:

238.2830 Da

SMILES:

CC(=O)OC(C)C(C)c1cc(O)cc(O)c1C

InChIKey:

                        CSNYQJREWSYZSM-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C13H18O4/c1-7(9(3)17-10(4)14)12-5-11(15)6-13(16)8(12)2/h5-7,9,15-16H,1-4H3

Calculated Properties

ALogP:

2.461 lipophilicity

TPSA:

66.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4615 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007514

NPClassifier Pathway:

N/A

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

No classification

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
Antibacterial	inhibitory effect	eight pathogenic bacteria	none of the tested compounds showed inhibitory effects against the eight pathogenic bacteria at a concentration of 100 μg/mL.	10.1002/cbdv.201900052 Chemistry & Biodiversity
Enzyme inhibition	inhibitory activity	PDE4D2	enantiomeric mixtures 1, 3, and 4 showed weak inhibitory activity against PDE4D2.	10.1002/cbdv.201900052 Chemistry & Biodiversity

Back to Compounds