SCS-C005524

(-)-leptothalenone A

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthalenones

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

Pseudopithomyces chartarum (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Didymosphaeriaceae Genus Pseudopithomyces Species Pseudopithomyces chartarum

South China Sea

DOI: 10.3390/md16050173 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

252.3 Da

Threshold ≤ 500

ALogP

1.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H16O5

Molecular Weight:

252.2660 Da

SMILES:

COc1cc2c(c(O)c1[C@@H](C)O)C(=O)CC[C@H]2O

InChIKey:

                        IFLJDWXLZKLDFI-HTRCEHHLSA-N
                        
                    

InChI:

InChI=1S/C13H16O5/c1-6(14)11-10(18-2)5-7-8(15)3-4-9(16)12(7)13(11)17/h5-6,8,14-15,17H,3-4H2,1-2H3/t6-,8-/m1/s1

Calculated Properties

ALogP:

1.464 lipophilicity

TPSA:

86.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4615 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005524

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthalenones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30603

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds