SCS-C007232

6-oxo-de-O-methyl lasiodiplodin

Pathway: Polyketides Superclass: Macrolides Class: Zearalenones

Chemical Structure

Structure of 6-oxo-de-O-methyl lasiodiplodin

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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.

Download: SDF SMILES

Source Information

Fungi sp. ZZF36 (NA)

Original source name: unidentified endophytic fungus No. ZZF36 (isolated from brown alga Sargassum sp.)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Botryosphaeriales Family Botryosphaeriaceae Genus Lasiodiplodia Species NA

South China Sea

DOI: 10.1016/j.bmcl.2006.05.081 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

292.3 Da

Threshold ≤ 500

ALogP

2.72

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H20O5

Molecular Weight:

292.3310 Da

SMILES:

CC1CCC(=O)CCCCc2cc(O)cc(O)c2C(=O)O1

InChIKey:

                        OZXRHWAXCRAAFL-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C16H20O5/c1-10-6-7-12(17)5-3-2-4-11-8-13(18)9-14(19)15(11)16(20)21-10/h8-10,18-19H,2-7H2,1H3

Calculated Properties

ALogP:

2.719 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007232

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Zearalenones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antimicrobial	MIC	six tested aerobic bacterial and fungal strains	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.bmcl.2006.05.081 Bioorganic & Medicinal Chemistry Letters

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