SCS-C002661

pestalotiopyrone J

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

Chemical Structure

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Source Information

Pestalotiopsis virgatula (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species Pestalotiopsis virgatula

Dongzhaigang

DOI: 10.1016/j.tetlet.2013.04.031 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

314.3 Da

Threshold ≤ 500

ALogP

-0.69

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H18O8

Molecular Weight:

314.2900 Da

SMILES:

COc1cc(/C(C)=C/C(=O)OC[C@@H](O)[C@H](O)CO)oc(=O)c1

InChIKey:

                        UGOFETTZSAYSFH-XBFWRGBKSA-N
                        
                    

InChI:

InChI=1S/C14H18O8/c1-8(12-4-9(20-2)5-14(19)22-12)3-13(18)21-7-11(17)10(16)6-15/h3-5,10-11,15-17H,6-7H2,1-2H3/b8-3+/t10-,11-/m1/s1

Calculated Properties

ALogP:

-0.691 lipophilicity

TPSA:

126.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002661

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: CMNPD23598

Biological Activity Data

No bioactivity data available for this compound.

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