SCS-C007592

gyorgy-isoflavone

Pathway: Shikimates and Phenylpropanoids Superclass: Isoflavonoids Class: Isoflavones

Chemical Structure

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Source Information

Penicillium sp. NBUF154 (soft coral-derived fungus)

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

South China Sea · 60 m

DOI: 10.1002/cbdv.202200475 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

254.2 Da

Threshold ≤ 500

ALogP

2.87

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H10O4

Molecular Weight:

254.2410 Da

SMILES:

O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12

InChIKey:

                        ZQSIJRDFPHDXIC-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

Calculated Properties

ALogP:

2.871 lipophilicity

TPSA:

70.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007592

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Isoflavonoids

NPClassifier Class:

Isoflavones

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
Antiviral	inhibition	human enterovirus 71 (EV71)	while other the compounds were inactive even at the highest concentrations tested (20.0 μM).	10.1002/cbdv.202200475 Chemistry & Biodiversity
Antibacterial	inhibition	ten Vibrio strains (including V. parahaemolyticus NBUV004, P. damselae NBUV007, etc.)	Compounds 1–8 were found to display no inhibition against these pathogens.	10.1002/cbdv.202200475 Chemistry & Biodiversity

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