SCS-C002655

asnipyrone A

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

Chemical Structure

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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

322.4 Da

Threshold ≤ 500

ALogP

5.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C21H22O3

Molecular Weight:

322.4040 Da

SMILES:

COc1cc(/C=C/C(C)=C/C(C)=C/c2ccccc2)oc(=O)c1C

InChIKey:

                        YDNWVTUIFJBROE-CYXONCDGSA-N
                        
                    

InChI:

InChI=1S/C21H22O3/c1-15(12-16(2)13-18-8-6-5-7-9-18)10-11-19-14-20(23-4)17(3)21(22)24-19/h5-14H,1-4H3/b11-10+,15-12+,16-13+

Calculated Properties

ALogP:

5.020 lipophilicity

TPSA:

39.44 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.1905 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002655

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: CMNPD20957

Biological Activity Data

No bioactivity data available for this compound.

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