SCS-C006231

violapyrone B

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

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces somaliensis SCSIO ZH66 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces somaliensis

South China Sea · 3536 meters · 120° 0.250′E; 20° 22.971′N

DOI: 10.1186/s12934-016-0515-6 · Microbial Cell Factories

Drug-likeness (Lipinski Ro5)

Molecular Weight

224.3 Da

Threshold ≤ 500

ALogP

3.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H20O3

Molecular Weight:

224.3000 Da

SMILES:

Cc1c(O)cc(CCCCC(C)C)oc1=O

InChIKey:

                        ATVUDEORTZJYHL-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C13H20O3/c1-9(2)6-4-5-7-11-8-12(14)10(3)13(15)16-11/h8-9,14H,4-7H2,1-3H3

Calculated Properties

ALogP:

3.023 lipophilicity

TPSA:

50.44 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.6154 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006231

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
Antibacterial	MIC	methicillin-resistant Staphylococcus aureus (MRSA)	all of them with the exception of 2 showed inhibition against MRSA at the concentration of 100 μg/well	10.1186/s12934-016-0515-6 Microbial Cell Factories

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