SCS-C007524

julichrome Q??

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

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

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

302.3 Da

Threshold ≤ 500

ALogP

2.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H18O5

Molecular Weight:

302.3260 Da

SMILES:

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

InChIKey:

                        NFCMEUVUZWHCBY-CPQOQLRJSA-N
                        
                    

InChI:

InChI=1S/C17H18O5/c1-8(18)15-10-6-9-4-3-5-11(19)13(9)16(21)14(10)12(20)7-17(15,2)22/h3-6,8,15,18-19,21-22H,7H2,1-2H3/t8-,15-,17+/m1/s1

Calculated Properties

ALogP:

2.053 lipophilicity

TPSA:

97.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3529 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007524

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

Back to Compounds