SCS-C005238

guignardin D

Pathway: Polyketides Superclass: Naphthalenes Class: Spirodioxynaphthalenes

Chemical Structure

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Source Information

Guignardia sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Botryosphaeriales Family Phyllostictaceae Genus Guignardia Species NA

Daya Bay

DOI: 10.1016/j.tet.2014.06.041 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

418.4 Da

Threshold ≤ 500

ALogP

3.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H14O8

Molecular Weight:

418.3570 Da

SMILES:

CC(=O)OC1=C(C(=O)O)C2(Oc3cccc4cccc(c34)O2)c2cccc(O)c2C1=O

InChIKey:

                        MMCGVLZZEAAYNN-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C23H14O8/c1-11(24)29-21-19(22(27)28)23(13-7-4-8-14(25)18(13)20(21)26)30-15-9-2-5-12-6-3-10-16(31-23)17(12)15/h2-10,25H,1H3,(H,27,28)

Calculated Properties

ALogP:

3.268 lipophilicity

TPSA:

119.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.0870 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005238

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Spirodioxynaphthalenes

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24893

Biological Activity Data

No bioactivity data available for this compound.

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