SCS-C006846

(±)-oxypenicinoline C

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Acridone alkaloids

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.

Download: SDF SMILES

Source Information

Penicillium steckii SCSIO 41025 (Penicillium)

Original source name: Penicillium steckii SCSIO 41025 (Trichocomaceae)

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

South China Sea · 21.235 N, 110.451 E

DOI: 10.1016/j.phytochem.2021.112730 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

242.2 Da

Threshold ≤ 500

ALogP

0.53

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H10N2O3

Molecular Weight:

242.2340 Da

SMILES:

O=C1c2c([nH]c3ccccc3c2=O)C2(O)CCN12

InChIKey:

                        QAIWIXVDMJQABH-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C13H10N2O3/c16-10-7-3-1-2-4-8(7)14-11-9(10)12(17)15-6-5-13(11,15)18/h1-4,18H,5-6H2,(H,14,16)

Calculated Properties

ALogP:

0.533 lipophilicity

TPSA:

73.40 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.2308 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006846

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Acridone alkaloids

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
Enzyme inhibition	inhibition	α-glucosidase	compounds (±)–2–4 displayed nearly no inhibitions against α-glucosidase	10.1016/j.phytochem.2021.112730 Phytochemistry

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