SCS-C008115

piericidin O

Pathway: Alkaloids

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

451.6 Da

Threshold ≤ 500

ALogP

5.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H33NO5

Molecular Weight:

451.5630 Da

SMILES:

COc1ccc(C/C=C(C)/C=C/C=C(C)/C=C/c2nc(OC)c(OC)c(O)c2C)c(C)c1O

InChIKey:

                        ZYPOLNPJZYPXNG-AYTXBEDMSA-N
                        
                    

InChI:

InChI=1S/C27H33NO5/c1-17(11-13-21-14-16-23(31-5)24(29)19(21)3)9-8-10-18(2)12-15-22-20(4)25(30)26(32-6)27(28-22)33-7/h8-12,14-16,29H,13H2,1-7H3,(H,28,30)/b9-8+,15-12+,17-11+,18-10+

Calculated Properties

ALogP:

5.840 lipophilicity

TPSA:

81.04 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2963 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008115

NPClassifier Pathway:

Alkaloids

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	HL-60 cells	< 0.1 μM	10.3390/md19080428 Marine Drugs

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