SCS-C008283

homorabelomycin

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

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

352.3 Da

Threshold ≤ 500

ALogP

2.14

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H16O6

Molecular Weight:

352.3420 Da

SMILES:

CC[C@]1(O)CC(=O)c2c(cc(O)c3c2C(=O)c2cccc(O)c2C3=O)C1

InChIKey:

                        OCYQHXBOHOPBJF-HXUWFJFHSA-N
                        
                    

InChI:

InChI=1S/C20H16O6/c1-2-20(26)7-9-6-12(22)16-17(14(9)13(23)8-20)18(24)10-4-3-5-11(21)15(10)19(16)25/h3-6,21-22,26H,2,7-8H2,1H3/t20-/m1/s1

Calculated Properties

ALogP:

2.143 lipophilicity

TPSA:

111.90 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008283

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
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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