SCS-C002628

nigerapyrone F

Pathway: Polyketides Superclass: Cyclic polyketides Class: 2-pyrone derivatives

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Aspergillus niger (alga)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus niger

Dongzhaigang

DOI: 10.1021/np200381u · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

308.4 Da

Threshold ≤ 500

ALogP

4.71

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H20O3

Molecular Weight:

308.3770 Da

SMILES:

COc1cc(/C=C/C(C)=C/C(C)=C\c2ccccc2)oc(=O)c1

InChIKey:

                        NLLRTVRDMOKHDF-CUEQUERMSA-N
                        
                    

InChI:

InChI=1S/C20H20O3/c1-15(11-16(2)12-17-7-5-4-6-8-17)9-10-18-13-19(22-3)14-20(21)23-18/h4-14H,1-3H3/b10-9+,15-11+,16-12-

Calculated Properties

ALogP:

4.711 lipophilicity

TPSA:

39.44 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.1500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002628

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

2-pyrone derivatives

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD20953

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds