SCS-C007527

islandicin

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Anthracyclines | Anthraquinones and anthrones

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces sampsonii (NA)

Original source name: Streptomyces sampsonii (associated with Batillaria zonalis)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces sampsonii

South China Sea

DOI: 10.1002/cbdv.202000057 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

270.2 Da

Threshold ≤ 500

ALogP

1.89

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H10O5

Molecular Weight:

270.2400 Da

SMILES:

Cc1cc(O)c2c(c1O)C(=O)c1cccc(O)c1C2=O

InChIKey:

                        FHFHNVHRVKQQHN-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C15H10O5/c1-6-5-9(17)11-12(13(6)18)14(19)7-3-2-4-8(16)10(7)15(11)20/h2-5,16-18H,1H3

Calculated Properties

ALogP:

1.887 lipophilicity

TPSA:

94.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.0667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007527

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Anthracyclines Anthraquinones and anthrones

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
Antibacterial	MIC	—	compounds 4, 5 and 7–11 failed to show notable antibacterial activities.	10.1002/cbdv.202000057 Chemistry & Biodiversity

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