SCS-C002624

pestalotiopyrone K

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

356.3 Da

Threshold ≤ 500

ALogP

-0.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H20O9

Molecular Weight:

356.3270 Da

SMILES:

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

InChIKey:

                        BQIDYCAZPCUFST-BDFMHNHWSA-N
                        
                    

InChI:

InChI=1S/C16H20O9/c1-9(14-5-11(22-3)6-16(21)25-14)4-15(20)24-8-13(19)12(18)7-23-10(2)17/h4-6,12-13,18-19H,7-8H2,1-3H3/b9-4+/t12-,13-/m1/s1

Calculated Properties

ALogP:

-0.120 lipophilicity

TPSA:

132.50 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4375 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002624

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: CMNPD23599

Biological Activity Data

No bioactivity data available for this compound.

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