SCS-C001692

3-O-propyl-diorcinol

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

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. 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

286.4 Da

Threshold ≤ 500

ALogP

4.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H22O3

Molecular Weight:

286.3710 Da

SMILES:

CCCCOc1cc(C)cc(Oc2ccc(O)c(C)c2)c1

InChIKey:

                        HHDGYSCRMRDGJK-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C18H22O3/c1-4-5-8-20-16-9-13(2)10-17(12-16)21-15-6-7-18(19)14(3)11-15/h6-7,9-12,19H,4-5,8H2,1-3H3

Calculated Properties

ALogP:

4.980 lipophilicity

TPSA:

38.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001692

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	9.82 μM	10.1186/s13568-016-0272-2 AMB Express
Antifouling	LC50	Balanus amphitrite cyprids	112.0 μM	10.1186/s13568-016-0272-2 AMB Express

Back to Compounds