SCS-C008117

piericidin Q

Pathway: Polyketides

Chemical Structure

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Source Information

Streptomyces psammoticus (Streptomyces)

Original source name: Streptomyces psammoticus | S. psammoticus SCSIO NS126

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

South China Sea

DOI: 10.3390/md19080428 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

429.6 Da

Threshold ≤ 500

ALogP

5.85

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H39NO4

Molecular Weight:

429.6010 Da

SMILES:

C/C=C(\C)[C@H](O)[C@H](C)/C=C(/C=C/C/C(C)=C/Cc1nc(OC)c(OC)c(O)c1C)CC

InChIKey:

                        DTEYUTSIFZFTBT-QVQKQSSJSA-N
                        
                    

InChI:

InChI=1S/C26H39NO4/c1-9-18(4)23(28)19(5)16-21(10-2)13-11-12-17(3)14-15-22-20(6)24(29)25(30-7)26(27-22)31-8/h9,11,13-14,16,19,23,28H,10,12,15H2,1-8H3,(H,27,29)/b13-11+,17-14+,18-9+,21-16+/t19-,23+/m1/s1

Calculated Properties

ALogP:

5.848 lipophilicity

TPSA:

71.81 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008117

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

N/A

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
Antitumor	IC50	OS-RC-2 cells	4.5 μM	10.3390/md19080428 Marine Drugs
Cellular modulation	—	G2/M phase	1 and 6 (with concentrations of 5 μM for both) could arrest the cell cycle during the G2/M phase in OS-RC-2 cells	10.3390/md19080428 Marine Drugs
Antitumor	—	OS-RC-2 cells	1 and 6 (both 5 μM) could induced apoptosis after a 24 h treatment of OS-RC-2 cells	10.3390/md19080428 Marine Drugs

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