SCS-C004895

diorcinol 3-O-α-D-ribofuranoside

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

Chemical Structure

Structure of diorcinol 3-O-α-D-ribofuranoside

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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 sydowii (coral-derived fungus)

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

South China Sea

DOI: 10.3390/molecules22081302 · Molecules

Aspergillus versicolor (coral-associated fungus)

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

South China Sea

DOI: 10.3390/md23110429 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

362.4 Da

Threshold ≤ 500

ALogP

1.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H22O7

Molecular Weight:

362.3780 Da

SMILES:

Cc1cc(O)cc(Oc2cc(C)cc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2)c1

InChIKey:

                        LYTCQTSZCQWGQZ-MKXGPGLRSA-N
                        
                    

InChI:

InChI=1S/C19H22O7/c1-10-3-12(21)7-13(4-10)24-14-5-11(2)6-15(8-14)25-19-18(23)17(22)16(9-20)26-19/h3-8,16-23H,9H2,1-2H3/t16-,17-,18-,19+/m1/s1

Calculated Properties

ALogP:

1.619 lipophilicity

TPSA:

108.61 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3684 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004895

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Diphenyl ethers (DPEs)

NPClassifier Class:

Fungal DPEs

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD28781

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
Anti-inflammatory	inhibitory activity	LPS-induced NF-κB pathway	All of the compounds were tested for their inhibitory activities of LPS-induced NF-κB activation in RAW264.7 cells. Compounds 6–8 exhibited inhibition...	10.3390/md23110429 Marine Drugs

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