SCS-C001603

asperterphenyl F

Pathway: Shikimates and Phenylpropanoids Superclass: Terphenyls Class: p-Terphenyls

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus sp. SCSIO 41315 (coral-derived fungus)

Original source name: Aspergillus sp. SCSIO41315

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

Weizhou Island

DOI: 10.1016/j.bioorg.2023.106357 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

400.4 Da

Threshold ≤ 500

ALogP

2.65

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H20O8

Molecular Weight:

400.3830 Da

SMILES:

COC(=O)CC1OC(=O)C=C1c1c(OC)cc(-c2ccc(O)cc2)c(OC)c1O

InChIKey:

                        OFXFLNPHNMGSTR-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C21H20O8/c1-26-16-8-13(11-4-6-12(22)7-5-11)21(28-3)20(25)19(16)14-9-18(24)29-15(14)10-17(23)27-2/h4-9,15,22,25H,10H2,1-3H3

Calculated Properties

ALogP:

2.654 lipophilicity

TPSA:

111.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2381 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001603

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Terphenyls

NPClassifier Class:

p-Terphenyls

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	IC50	Neuraminidase	4.04 ± 0.16 μM	10.1016/j.bioorg.2023.106357 Bioorganic Chemistry
Antiviral	IC50	Neuraminidase	4.2 ± 0.11 μM	10.1016/j.bioorg.2023.106357 Bioorganic Chemistry

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