SCS-C005523

setosphalide A

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

324.3 Da

Threshold ≤ 500

ALogP

1.68

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H20O7

Molecular Weight:

324.3290 Da

SMILES:

CCC[C@H]1C[C@H](O)[C@@]2(OC(=O)c3c2cc(OC)c(OC)c3O)O1

InChIKey:

                        DGQQJNWIUCEYSV-LFZOIZTFSA-N
                        
                    

InChI:

InChI=1S/C16H20O7/c1-4-5-8-6-11(17)16(22-8)9-7-10(20-2)14(21-3)13(18)12(9)15(19)23-16/h7-8,11,17-18H,4-6H2,1-3H3/t8-,11-,16+/m0/s1

Calculated Properties

ALogP:

1.683 lipophilicity

TPSA:

94.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5625 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005523

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: CMNPD30716

Biological Activity Data

No bioactivity data available for this compound.

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