SCS-C005554

exserolide J

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

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Source Information

Setosphaeria sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Pleosporaceae Genus Setosphaeria Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.8b00345 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

338.3 Da

Threshold ≤ 500

ALogP

1.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H18O8

Molecular Weight:

338.3120 Da

SMILES:

COc1cc2c(c(O)c1OC)C(=O)O[C@@H]1C[C@H](CCC(=O)O)O[C@H]21

InChIKey:

                        DXLKTUQBQNUJRU-LTRYTXMFSA-N
                        
                    

InChI:

InChI=1S/C16H18O8/c1-21-9-6-8-12(13(19)15(9)22-2)16(20)24-10-5-7(23-14(8)10)3-4-11(17)18/h6-7,10,14,19H,3-5H2,1-2H3,(H,17,18)/t7-,10+,14+/m0/s1

Calculated Properties

ALogP:

1.643 lipophilicity

TPSA:

111.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005554

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30721

Biological Activity Data

No bioactivity data available for this compound.

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