SCS-C007233

lasiodiplodin

Pathway: Polyketides Superclass: Macrolides Class: Zearalenones

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

unidentified endophytic fungus ZZF36 (NA)

Original source name: unidentified endophytic fungus No. ZZF36 (isolated from brown alga Sargassum sp.)

Kingdom Fungi Phylum NA Class NA Order NA Family NA Genus NA Species NA

South China Sea

DOI: 10.1016/j.bmcl.2006.05.081 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

292.4 Da

Threshold ≤ 500

ALogP

3.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H24O4

Molecular Weight:

292.3750 Da

SMILES:

COc1cc(O)cc2c1C(=O)OC(C)CCCCCCC2

InChIKey:

                        OKWRDLQBKAOJNC-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C17H24O4/c1-12-8-6-4-3-5-7-9-13-10-14(18)11-15(20-2)16(13)17(19)21-12/h10-12,18H,3-9H2,1-2H3

Calculated Properties

ALogP:

3.843 lipophilicity

TPSA:

55.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5882 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007233

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Zearalenones

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
Antibacterial	MIC	Staphylococcus aureus	25.0 μg/mL	10.1016/j.bmcl.2006.05.081 Bioorganic & Medicinal Chemistry Letters
Antibacterial	MIC	Bacillus subtilis	50.0 μg/mL	10.1016/j.bmcl.2006.05.081 Bioorganic & Medicinal Chemistry Letters
Antifungal	MIC	Fusarium oxysporum	100.0 μg/mL	10.1016/j.bmcl.2006.05.081 Bioorganic & Medicinal Chemistry Letters

Back to Compounds