SCS-C001693

3-O-pentyl-diorcinol

Pathway: Polyketides Superclass: Diphenyl ethers (DPEs) Class: Fungal DPEs

Chemical Structure

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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. XS-2009-0066 (coral-derived fungus)

Original source name: Aspergillus sp. XS-20090066

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

Xisha Islands

DOI: 10.1186/s13568-016-0272-2 · AMB Express

Drug-likeness (Lipinski Ro5)

Molecular Weight

300.4 Da

Threshold ≤ 500

ALogP

5.37

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C19H24O3

Molecular Weight:

300.3980 Da

SMILES:

CCCCCOc1cc(C)cc(Oc2ccc(O)c(C)c2)c1

InChIKey:

                        GTJVVIKZDVJFHT-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C19H24O3/c1-4-5-6-9-21-17-10-14(2)11-18(13-17)22-16-7-8-19(20)15(3)12-16/h7-8,10-13,20H,4-6,9H2,1-3H3

Calculated Properties

ALogP:

5.370 lipophilicity

TPSA:

38.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.3684 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001693

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Diphenyl ethers (DPEs)

NPClassifier Class:

Fungal DPEs

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
Antifouling	EC50	Balanus amphitrite cyprids	27.9 μM	10.1186/s13568-016-0272-2 AMB Express
Antifouling	LC50	Balanus amphitrite cyprids	> 167.0 μM	10.1186/s13568-016-0272-2 AMB Express

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