SCS-C004400

(3′S)-(E)-7-hydroxy-5-methoxy-4-methyl-6-[2-(2-methyl-5-oxotetrahydrofuran-2-yl)vinyl]isobenzofuran-1(3H)-one

Pathway: Polyketides Superclass: Cyclic polyketides

Chemical Structure

Structure of (3′S)-(E)-7-hydroxy-5-methoxy-4-methyl-6-[2-(2-methyl-5-oxotetrahydrofuran-2-yl)vinyl]isobenzofuran-1(3H)-one

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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Source Information

Penicillium brevicompactum (NA)

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

South China Sea

DOI: 10.3390/md15070204 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

318.3 Da

Threshold ≤ 500

ALogP

2.49

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H18O6

Molecular Weight:

318.3250 Da

SMILES:

COc1c(C)c2c(c(O)c1/C=C/[C@]1(C)CCC(=O)O1)C(=O)OC2

InChIKey:

                        YRCZYVVTZJUYBJ-UKINESCASA-N
                        
                    

InChI:

InChI=1S/C17H18O6/c1-9-11-8-22-16(20)13(11)14(19)10(15(9)21-3)4-6-17(2)7-5-12(18)23-17/h4,6,19H,5,7-8H2,1-3H3/b6-4+/t17-/m1/s1

Calculated Properties

ALogP:

2.489 lipophilicity

TPSA:

82.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.4118 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004400

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD28897

Biological Activity Data

No bioactivity data available for this compound.

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