SCS-C001599

asperterphenyl B

Pathway: Shikimates and Phenylpropanoids

Chemical Structure

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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

370.4 Da

Threshold ≤ 500

ALogP

3.07

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H18O7

Molecular Weight:

370.3570 Da

SMILES:

COc1cc(-c2ccccc2)c(OC)c2c1C(=CC(=O)O)C(CC(=O)O)O2

InChIKey:

                        YXBHCKMEJWDIME-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H18O7/c1-25-15-8-12(11-6-4-3-5-7-11)19(26-2)20-18(15)13(9-16(21)22)14(27-20)10-17(23)24/h3-9,14H,10H2,1-2H3,(H,21,22)(H,23,24)

Calculated Properties

ALogP:

3.075 lipophilicity

TPSA:

102.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001599

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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	4.46 ± 0.37 μM	10.1016/j.bioorg.2023.106357 Bioorganic Chemistry
Antiviral	IC50	Neuraminidase	4.7 ± 1.02 μM	10.1016/j.bioorg.2023.106357 Bioorganic Chemistry

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