SCS-C001103

ascomarugosin A

Pathway: Polyketides Superclass: Aromatic polyketides Class: Benzophenones

Chemical Structure

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Source Information

Ascomycota sp. (fungus)

Kingdom Fungi Phylum Ascomycota Class NA Order NA Family NA Genus NA Species NA

Beibu Gulf

DOI: 10.1016/j.tet.2017.12.057 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

370.4 Da

Threshold ≤ 500

ALogP

3.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H22O6

Molecular Weight:

370.4000 Da

SMILES:

COC(=O)c1cc(C)cc(O)c1C(=O)c1c(O)ccc(CC=C(C)C)c1O

InChIKey:

                        LVMSQZHPAHGBAD-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C21H22O6/c1-11(2)5-6-13-7-8-15(22)18(19(13)24)20(25)17-14(21(26)27-4)9-12(3)10-16(17)23/h5,7-10,22-24H,6H2,1-4H3

Calculated Properties

ALogP:

3.638 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2381 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001103

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Benzophenones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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