SCS-C007525

julichrome Q?

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

Chemical Structure

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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

344.4 Da

Threshold ≤ 500

ALogP

2.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H20O6

Molecular Weight:

344.3630 Da

SMILES:

CC(=O)O[C@H](C)[C@@H]1c2cc3cccc(O)c3c(O)c2C(=O)C[C@]1(C)O

InChIKey:

                        ITWYRVHXDMFLBT-BJBLRFPOSA-N
                        
                    

InChI:

InChI=1S/C19H20O6/c1-9(25-10(2)20)17-12-7-11-5-4-6-13(21)15(11)18(23)16(12)14(22)8-19(17,3)24/h4-7,9,17,21,23-24H,8H2,1-3H3/t9-,17-,19+/m1/s1

Calculated Properties

ALogP:

2.624 lipophilicity

TPSA:

104.06 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-C007525

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

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	methicillin-resistant Staphylococcus aureus, Staphylococcus aureus, Staphylococcus simulans AKA1	8.0–64.0 μg/mL	10.1002/cbdv.202000057 Chemistry & Biodiversity

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