SCS-C008282

homodehydrorabelomycin E

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

Chemical Structure

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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

Micromonospora echinospora (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micromonosporales Family Micromonosporaceae Genus Micromonospora Species Micromonospora echinospora

South China Sea · 3025 m

DOI: 10.1021/acs.jnatprod.0c00719 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

334.3 Da

Threshold ≤ 500

ALogP

3.29

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H14O5

Molecular Weight:

334.3270 Da

SMILES:

CCc1cc(O)c2c3c(c(O)cc2c1)C(=O)c1c(O)cccc1C3=O

InChIKey:

                        IFYZQJTXZKKJRE-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H14O5/c1-2-9-6-10-8-14(23)17-18(15(10)13(22)7-9)19(24)11-4-3-5-12(21)16(11)20(17)25/h3-8,21-23H,2H2,1H3

Calculated Properties

ALogP:

3.294 lipophilicity

TPSA:

94.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.1000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008282

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
Antibacterial	MIC	S. aureus ATCC 29213	4.0 μg/mL	10.1021/acs.jnatprod.0c00719 Journal of Natural Products
Antibacterial	MIC	Micrococcus luteus SCSIO ML01	8.0 μg/mL	10.1021/acs.jnatprod.0c00719 Journal of Natural Products

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