SCS-C008088

(E)-3-(3-methylbut-1-enyl)-11-hydroxy-4-methoxy-9-methyl-7H-dibenzo[b,g]dioxocin-5-one

Pathway: Polyketides Superclass: Aromatic polyketides Class: Depsidones

Chemical Structure

Structure of (E)-3-(3-methylbut-1-enyl)-11-hydroxy-4-methoxy-9-methyl-7H-dibenzo[b,g]dioxocin-5-one

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Source Information

Guignardia sp. (NA)

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

South China Sea

DOI: 10.1002/mrc.2216 · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

354.4 Da

Threshold ≤ 500

ALogP

4.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H22O5

Molecular Weight:

354.4020 Da

SMILES:

COc1c(/C=C/C(C)C)ccc2c1C(=O)OCc1cc(C)cc(O)c1O2

InChIKey:

                        DHIMEGBZGLETMH-AATRIKPKSA-N
                        
                    

InChI:

InChI=1S/C21H22O5/c1-12(2)5-6-14-7-8-17-18(20(14)24-4)21(23)25-11-15-9-13(3)10-16(22)19(15)26-17/h5-10,12,22H,11H2,1-4H3/b6-5+

Calculated Properties

ALogP:

4.841 lipophilicity

TPSA:

64.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008088

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Depsidones

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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