SCS-C005384

3-[(1E,3E)-3,5-dimethylhepta-1,3-dienyl]-5,7-dihydroxy-7-methylisochromene-6,8-dione

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

Structure of 3-[(1E,3E)-3,5-dimethylhepta-1,3-dienyl]-5,7-dihydroxy-7-methylisochromene-6,8-dione

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Source Information

Penicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

Zhanjiang

DOI: 10.1016/j.fitote.2014.06.011 · Fitoterapia

Drug-likeness (Lipinski Ro5)

Molecular Weight

330.4 Da

Threshold ≤ 500

ALogP

3.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H22O5

Molecular Weight:

330.3800 Da

SMILES:

CCC(C)/C=C(C)/C=C/C1=CC2=C(O)C(=O)C(C)(O)C(=O)C2=CO1

InChIKey:

                        LNWIOAGOUVWVSQ-ZYUHXDNHSA-N
                        
                    

InChI:

InChI=1S/C19H22O5/c1-5-11(2)8-12(3)6-7-13-9-14-15(10-24-13)17(21)19(4,23)18(22)16(14)20/h6-11,20,23H,5H2,1-4H3/b7-6+,12-8+

Calculated Properties

ALogP:

3.048 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.3684 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005384

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24915

Biological Activity Data

No bioactivity data available for this compound.

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