SCS-C001440

Globismycin A

Pathway: Polyketides Superclass: Chromanes Class: Chromones

Chemical Structure

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Source Information

Streptomyces globisporus SCSIO LCY12 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces globisporus

Weizhou Island

DOI: 10.1021/acschembio.5c00299 · ACS Chemical Biology

Drug-likeness (Lipinski Ro5)

Molecular Weight

326.1 Da

Threshold ≤ 500

ALogP

2.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H14O6

Molecular Weight:

326.0790 Da

SMILES:

CC(=O)c1c2c(c3cccc4c3c1C=C(C)O4)C(=O)[C@@](O)(CO)O2

InChIKey:

                        AHYVDOLSZFOHMC-GOSISDBHSA-N
                        
                    

InChI:

InChI=1S/C18H14O6/c1-8-6-11-13(9(2)20)16-15(17(21)18(22,7-19)24-16)10-4-3-5-12(23-8)14(10)11/h3-6,19,22H,7H2,1-2H3/t18-/m1/s1

Calculated Properties

ALogP:

2.052 lipophilicity

TPSA:

93.06 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-C001440

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Chromones

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	—	MCF-7,CAL-27,Fadu	2.7–9.6 μM	10.1021/acschembio.5c00299 ACS Chemical Biology

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