SCS-C001380

Poloncosidin B

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

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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Source Information

Penicillium polonicum CS-252 (NA)

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

South China Sea · -1183m

DOI: 10.3390/ijms23105567 · International Journal of Molecular Sciences

Drug-likeness (Lipinski Ro5)

Molecular Weight

370.5 Da

Threshold ≤ 500

ALogP

5.38

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C23H30O4

Molecular Weight:

370.4890 Da

SMILES:

COc1cc(=O)oc(/C(C)=C/C(C)=C/C(C)=C/[C@@]2(C)C=C(C)[C@@H](C)O2)c1C

InChIKey:

                        GLVLBLKZIWZLCT-VBXVMUIYSA-N
                        
                    

InChI:

InChI=1S/C23H30O4/c1-14(9-15(2)12-23(7)13-17(4)19(6)27-23)10-16(3)22-18(5)20(25-8)11-21(24)26-22/h9-13,19H,1-8H3/b14-9+,15-12+,16-10+/t19-,23+/m1/s1

Calculated Properties

ALogP:

5.376 lipophilicity

TPSA:

48.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4348 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001380

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	—	Klebsiella pneumoniae;Vibrio	8.0–32.0 μg/mL	10.3390/ijms23105567 International Journal of Molecular Sciences

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