SCS-C001690

3,3'-O-dimethylviolaceol-I

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

290.3 Da

Threshold ≤ 500

ALogP

3.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H18O5

Molecular Weight:

290.3150 Da

SMILES:

COc1cc(O)c(Oc2cc(O)c(OC)cc2C)cc1C

InChIKey:

                        AJOYTBZPKWCKLE-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C16H18O5/c1-9-6-16(12(18)7-13(9)19-3)21-14-8-11(17)15(20-4)5-10(14)2/h5-8,17-18H,1-4H3

Calculated Properties

ALogP:

3.524 lipophilicity

TPSA:

68.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001690

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	18.4 μM	10.1186/s13568-016-0272-2 AMB Express
Antifouling	LC50	Balanus amphitrite cyprids	> 172.0 μM	10.1186/s13568-016-0272-2 AMB Express

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