SCS-C006600

chrysomycin H

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

540.6 Da

Threshold ≤ 500

ALogP

2.68

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H32O10

Molecular Weight:

540.5650 Da

SMILES:

COc1cc2c(oc(=O)c3cc(CCCO)cc(OC)c32)c2c([C@H]3O[C@@H](C)[C@@H](O)[C@](C)(O)[C@@H]3O)ccc(O)c12

InChIKey:

                        WXAAHAJFQGPSGF-JRSBYINQSA-N
                        
                    

InChI:

InChI=1S/C29H32O10/c1-13-26(32)29(2,35)27(33)25(38-13)15-7-8-18(31)23-20(37-4)12-16-21-17(28(34)39-24(16)22(15)23)10-14(6-5-9-30)11-19(21)36-3/h7-8,10-13,25-27,30-33,35H,5-6,9H2,1-4H3/t13-,25+,26+,27+,29-/m0/s1

Calculated Properties

ALogP:

2.680 lipophilicity

TPSA:

159.05 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (4 aromatic)

Chiral Centers:

Fsp³:

0.4138 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006600

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	inhibition	Mycobacterium tuberculosis	absence of inhibition against MTB and several other indicators when testing... the 8-vinyl oxidised products chrysomycins H, I (3,4)	10.3390/md22060259 Marine Drugs

Back to Compounds