SCS-C006249

penicisteck acid S

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with side chains

Chemical Structure

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Source Information

Penicillium steckii (Penicillium)

Original source name: Penicillium steckii | Penicillium stecki

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium steckii

South China Sea

DOI: 10.3390/md24050147 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

342.9 Da

Threshold ≤ 500

ALogP

2.69

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H27ClO4

Molecular Weight:

342.8630 Da

SMILES:

C[C@@H]1[C@@H](Cl)[C@H](O)[C@@H]2C[C@H](CO)C[C@H](C)[C@H]2[C@@H]1/C=C/C=C/C(=O)O

InChIKey:

                        WFPKCYUKVPYZSG-VQICFBPYSA-N
                        
                    

InChI:

InChI=1S/C18H27ClO4/c1-10-7-12(9-20)8-14-16(10)13(5-3-4-6-15(21)22)11(2)17(19)18(14)23/h3-6,10-14,16-18,20,23H,7-9H2,1-2H3,(H,21,22)/b5-3+,6-4+/t10-,11-,12+,13+,14+,16-,17+,18+/m0/s1

Calculated Properties

ALogP:

2.688 lipophilicity

TPSA:

77.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7222 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006249

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with side chains

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	cell viability	Caco-2 cells at 10 μM	> 90.0 %	10.3390/md24050147 Marine Drugs

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