SCS-C002042

peniquinone A

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones

Chemical Structure

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Source Information

Penicillium sp. L129 (soft coral-derived fungus)

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

South China Sea

DOI: 10.3390/md17070383 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

318.3 Da

Threshold ≤ 500

ALogP

2.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H18O6

Molecular Weight:

318.3200 Da

SMILES:

COC1=CC(=O)C(c2c(O)cc(OC)c(OC)c2C)=C(C)C1=O

InChIKey:

                        PAWIDFOBWAGENE-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C17H18O6/c1-8-14(10(18)6-12(21-3)16(8)20)15-9(2)17(23-5)13(22-4)7-11(15)19/h6-7,19H,1-5H3

Calculated Properties

ALogP:

2.173 lipophilicity

TPSA:

82.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.2941 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002042

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthoquinones

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	—	PC-3 cells	14.59 μM	10.3390/md17070383 Marine Drugs

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