SCS-C000038

fluostatin E

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

360.7 Da

Threshold ≤ 500

ALogP

1.90

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H13ClO6

Molecular Weight:

360.7000 Da

SMILES:

C[C@]1(Cl)C(=O)c2cc(O)c3c(c2[C@@H](O)[C@@H]1O)C(=O)c1cccc(O)c1-3

InChIKey:

                        WXDSJSLCLHLHSW-NJAFHUGGSA-N
                        
                    

InChI:

InChI=1S/C18H13ClO6/c1-18(19)16(24)7-5-9(21)12-10-6(3-2-4-8(10)20)14(22)13(12)11(7)15(23)17(18)25/h2-5,15,17,20-21,23,25H,1H3/t15-,17+,18+/m1/s1

Calculated Properties

ALogP:

1.897 lipophilicity

TPSA:

115.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.2222 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000038

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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