SCS-C006602
chrysomycin A
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.
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
522.5 Da
Threshold ≤ 500
ALogP
3.48
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H30O9
Molecular Weight:
522.5500 Da
SMILES:
C=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:
ZEHRHJWDSIKPNS-JRSBYINQSA-N
InChI:
InChI=1S/C29H30O9/c1-6-7-14-10-17-21(19(11-14)35-4)16-12-20(36-5)23-18(30)9-8-15(22(23)24(16)38-28(17)33)25-27(32)29(3,34)26(31)13(2)37-25/h6,8-13,25-27,30-32,34H,1,7H2,2-5H3/t13-,25+,26+,27+,29-/m0/s1
Calculated Properties
ALogP:
3.483 lipophilicity
TPSA:
138.82 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
9
Rotatable Bonds:
5
Ring Count:
5
(4 aromatic)
Chiral Centers:
5
Fsp³:
0.3448 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006602
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Angucyclines
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 | MDR M. tuberculosis strains | 0.4 μg/mL | 10.3390/md22060259 Marine Drugs |
| Antibacterial | MIC | methicillin-resistant Staphylococcus aureus (MRSA) | 0.5 μg/mL | 10.3390/md22060259 Marine Drugs |