SCS-C001609

asperterphenyl M

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

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

490.6 Da

Threshold ≤ 500

ALogP

7.01

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H34O6

Molecular Weight:

490.5960 Da

SMILES:

COc1cc(-c2ccc(CC=C(C)C)c(O)c2)c(OC)c(O)c1-c1ccc(OCC=C(C)C)c(O)c1

InChIKey:

                        DRQNVQIULUFLSW-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C30H34O6/c1-18(2)7-8-20-9-10-21(15-24(20)31)23-17-27(34-5)28(29(33)30(23)35-6)22-11-12-26(25(32)16-22)36-14-13-19(3)4/h7,9-13,15-17,31-33H,8,14H2,1-6H3

Calculated Properties

ALogP:

7.008 lipophilicity

TPSA:

88.38 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.2667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001609

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
Antitumor	—	Cancer cell lines	Cytotoxic activity	10.1016/j.bioorg.2023.106357 Bioorganic Chemistry

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