SCS-C001608

asperterphenyl L

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

Chemical Structure

Loading 3D structure...

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

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

436.5 Da

Threshold ≤ 500

ALogP

5.80

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H28O6

Molecular Weight:

436.5040 Da

SMILES:

COc1ccc(-c2c(OC)cc(-c3cccc(O)c3)c(OC)c2O)cc1OCC=C(C)C

InChIKey:

                        LKVHPYPZNAQXHJ-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C26H28O6/c1-16(2)11-12-32-22-14-18(9-10-21(22)29-3)24-23(30-4)15-20(26(31-5)25(24)28)17-7-6-8-19(27)13-17/h6-11,13-15,27-28H,12H2,1-5H3

Calculated Properties

ALogP:

5.803 lipophilicity

TPSA:

77.38 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.2308 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001608

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	Anti-H1N1	4.41 ± 1.02 μM	10.1016/j.bioorg.2023.106357 Bioorganic Chemistry

Back to Compounds