SCS-C000034

fluostatin J

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

Chemical Structure

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Download: SDF SMILES

Source Information

Micromonospora rosaria (NA)

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

South China Sea · -30m · E 116°17.754', N 22°41.083'

DOI: 10.1021/np300505y · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

408.4 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:

C23H20O7

Molecular Weight:

408.4000 Da

SMILES:

CCC(C)C(=O)O[C@@H]1c2c(cc(O)c3c2C(=O)c2cccc(O)c2-3)C(=O)[C@@]2(C)O[C@@H]12

InChIKey:

                        ILZBYZQNJIYYNP-TUWFYMLYSA-N
                        
                    

InChI:

InChI=1S/C23H20O7/c1-4-9(2)22(28)29-19-15-11(20(27)23(3)21(19)30-23)8-13(25)16-14-10(18(26)17(15)16)6-5-7-12(14)24/h5-9,19,21,24-25H,4H2,1-3H3/t9?,19-,21+,23-/m1/s1

Calculated Properties

ALogP:

3.293 lipophilicity

TPSA:

113.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.3478 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000034

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	E. coli, B. thuringiensis, B. subtilis, S. aureus	> 64.0 μg/mL	10.1021/np300505y Journal of Natural Products
Antitumor	IC50	SF-268, MCF-7, NCI-H460	> 100.0 μM	10.1021/np300505y Journal of Natural Products

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