SCS-C008280

nenesfuran

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones

Chemical Structure

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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

336.3 Da

Threshold ≤ 500

ALogP

3.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H12O6

Molecular Weight:

336.2990 Da

SMILES:

CCc1cc(C(=O)O)c2c3c(oc2c1)C(=O)c1c(O)cccc1C3=O

InChIKey:

                        CLUBBKUKYGPEBT-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C19H12O6/c1-2-8-6-10(19(23)24)14-12(7-8)25-18-15(14)16(21)9-4-3-5-11(20)13(9)17(18)22/h3-7,20H,2H2,1H3,(H,23,24)

Calculated Properties

ALogP:

3.174 lipophilicity

TPSA:

104.81 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.1053 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008280

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthoquinones

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
Antitumor	IC50	SF-268, MCF-7, HepG2 cells	> 100.0 μM	10.1021/acs.jnatprod.0c00719 Journal of Natural Products
Antibacterial	MIC	S. aureus ATCC 29213, B. thuringensis SCSIO BT01, B. subtilis 1064, M. luteus SCSIO ML01, MRSA shhs-A1	> 64.0 μg/mL	10.1021/acs.jnatprod.0c00719 Journal of Natural Products

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