SCS-C006604

chrysomycin C

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

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 sp. (bacterium)

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

South China Sea · ?3000 m

DOI: 10.3390/md22060259 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

510.5 Da

Threshold ≤ 500

ALogP

3.32

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H30O9

Molecular Weight:

510.5390 Da

SMILES:

CCc1cc(OC)c2c(c1)c(=O)oc1c2cc(OC)c2c(O)ccc([C@H]3O[C@@H](C)[C@@H](O)[C@](C)(O)[C@@H]3O)c21

InChIKey:

                        OMIJIGUAMWBXFO-KUSFQVDNSA-N
                        
                    

InChI:

InChI=1S/C28H30O9/c1-6-13-9-16-20(18(10-13)34-4)15-11-19(35-5)22-17(29)8-7-14(21(22)23(15)37-27(16)32)24-26(31)28(3,33)25(30)12(2)36-24/h7-12,24-26,29-31,33H,6H2,1-5H3/t12-,24+,25+,26+,28-/m0/s1

Calculated Properties

ALogP:

3.317 lipophilicity

TPSA:

138.82 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (4 aromatic)

Chiral Centers:

Fsp³:

0.3929 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006604

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Angucyclines

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
Antimycobacterial	MIC	wild-type Mycobacterium tuberculosis and clinically isolated MDR M. tuberculosis strains	1.56–6.25 μg/mL	10.3390/md22060259 Marine Drugs
Antibacterial	MIC	Staphylococcus aureus (ATCC 6538), methicillin-resistant S. aureus (MRSA), Streptococcus pneumoniae (ATCC 49619)	3.12–25.0 μg/mL	10.3390/md22060259 Marine Drugs
Antifungal	inhibition	Candida albicans	no inhibition against C. albicans	10.3390/md22060259 Marine Drugs

Back to Compounds