SCS-C000394

microketide A

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Source Information

Microsphaeropsis sp. RA10-14 (endophytic fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Didymellaceae Genus Microsphaeropsis Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.0c00144 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

276.3 Da

Threshold ≤ 500

ALogP

1.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H20O4

Molecular Weight:

276.3300 Da

SMILES:

CC1=C(Cc2c(C)cccc2O)C(=O)[C@@](C)(O)[C@@H](O)C1

InChIKey:

                        CBYCXFOHWXIUGV-HOCLYGCPSA-N
                        
                    

InChI:

InChI=1S/C16H20O4/c1-9-5-4-6-13(17)11(9)8-12-10(2)7-14(18)16(3,20)15(12)19/h4-6,14,17-18,20H,7-8H2,1-3H3/t14-,16-/m0/s1

Calculated Properties

ALogP:

1.644 lipophilicity

TPSA:

77.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4375 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000394

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

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	Pseudomonas aeruginosa, Nocardia brasiliensis, Kocuria rhizophila, Bacillus anthraci	0.19 μg/mL	10.1021/acs.jnatprod.0c00144 Journal of Natural Products

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