SCS-C006196

Stoloniferol A

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

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 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

252.3 Da

Threshold ≤ 500

ALogP

1.79

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H16O5

Molecular Weight:

252.2660 Da

SMILES:

COC1(C)Cc2c(C)c(O)c(C)c(O)c2C(=O)O1

InChIKey:

                        GNGADJKAEZLFTF-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C13H16O5/c1-6-8-5-13(3,17-4)18-12(16)9(8)11(15)7(2)10(6)14/h14-15H,5H2,1-4H3

Calculated Properties

ALogP:

1.790 lipophilicity

TPSA:

75.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4615 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006196

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

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	inhibitory	human cancer cells	> 5.0 μM	10.3390/md17070398 Marine Drugs
Antibacterial	inhibition zone	A. baumannii	8.0 mm	10.3390/md17070398 Marine Drugs
Antibacterial	inhibitory	A. baumannii, K. pneumonia, E. coli, S. aureus, E. faecalis	> 100.0 μg/mL	10.3390/md17070398 Marine Drugs

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