SCS-C008112

piericidin L

Pathway: Polyketides Superclass: Meroterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Kitasatospora aureofaciens (NA)

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

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order NA Family NA Genus NA Species NA

South China Sea

DOI: 10.3390/md19080428 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

429.6 Da

Threshold ≤ 500

ALogP

4.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H35NO5

Molecular Weight:

429.5570 Da

SMILES:

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

InChIKey:

                        BSIOVOWVZYLOAC-WEXNVVRMSA-N
                        
                    

InChI:

InChI=1S/C25H35NO5/c1-15(10-9-11-16(2)14-17(3)22(28)18(4)20(6)27)12-13-21-19(5)23(29)24(30-7)25(26-21)31-8/h9,11-12,14,17,22,28H,4,10,13H2,1-3,5-8H3,(H,26,29)/b11-9+,15-12+,16-14+/t17-,22-/m1/s1

Calculated Properties

ALogP:

4.636 lipophilicity

TPSA:

88.88 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4400 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008112

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Meroterpenoids

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	2.2 μM	10.3390/md19080428 Marine Drugs
Antitumor	—	OS-RC-2 cells	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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