SCS-C006189

Germicidin O

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

Chemical Structure

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Source Information

Penicillium sp. (soft coral-derived fungus)

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

South China Sea

DOI: 10.3390/md17070398 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

212.2 Da

Threshold ≤ 500

ALogP

1.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H16O4

Molecular Weight:

212.2450 Da

SMILES:

Cc1c([C@H](C)[C@@H](C)O)oc(=O)c(C)c1O

InChIKey:

                        NNNBCYAVKDGOLY-SVGQVSJJSA-N
                        
                    

InChI:

InChI=1S/C11H16O4/c1-5(8(4)12)10-6(2)9(13)7(3)11(14)15-10/h5,8,12-13H,1-4H3/t5-,8-/m1/s1

Calculated Properties

ALogP:

1.446 lipophilicity

TPSA:

70.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.5455 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006189

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
Antitumor	—	human gastric cancer cells MGC803, human breast cancer cells MDA-MB-231, human prostate cancer cells C4-2B, human osteosarcoma 143B, human lung cancer cells A549	> 5.0 μM	10.3390/md17070398 Marine Drugs
Antibacterial	—	A. baumannii, K. pneumoniae, E. coli, S. aureus, E. faecalis	> 100.0 μg/mL	10.3390/md17070398 Marine Drugs

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