SCS-C008281

nenesophanol

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Anthraquinones and anthrones

Chemical Structure

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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

310.3 Da

Threshold ≤ 500

ALogP

2.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H14O5

Molecular Weight:

310.3050 Da

SMILES:

CCc1cc(O)c2c(c1C(C)=O)C(=O)c1cccc(O)c1C2=O

InChIKey:

                        SMXDZWMJLNBQCW-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C18H14O5/c1-3-9-7-12(21)15-16(13(9)8(2)19)17(22)10-5-4-6-11(20)14(10)18(15)23/h4-7,20-21H,3H2,1-2H3

Calculated Properties

ALogP:

2.638 lipophilicity

TPSA:

91.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.1667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008281

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Anthraquinones and anthrones

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	Table 3	while nenesophanol (7) and homorabelomycin (9) also displayed weak cytotoxicities (Table 3).	10.1021/acs.jnatprod.0c00719 Journal of Natural Products

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