SCS-C000504

2-O-Methylbutyrolactone II

Pathway: Shikimates and Phenylpropanoids Superclass: Lignans Class: Neolignans

Chemical Structure

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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

Aspergillus sp. (coral-derived fungus)

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

South China Sea

DOI: 10.1002/cbdv.201400321 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

370.4 Da

Threshold ≤ 500

ALogP

2.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H18O7

Molecular Weight:

370.4000 Da

SMILES:

COC(=O)[C@]1(Cc2ccc(O)cc2)OC(=O)C(OC)=C1c1ccc(O)cc1

InChIKey:

                        DYMYDSWEIIXYNX-HXUWFJFHSA-N
                        
                    

InChI:

InChI=1S/C20H18O7/c1-25-17-16(13-5-9-15(22)10-6-13)20(19(24)26-2,27-18(17)23)11-12-3-7-14(21)8-4-12/h3-10,21-22H,11H2,1-2H3/t20-/m1/s1

Calculated Properties

ALogP:

2.167 lipophilicity

TPSA:

102.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000504

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Lignans

NPClassifier Class:

Neolignans

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
Antibacterial	EC50	Staphylococcus aureus	2.1 μg/mL	10.1002/cbdv.201400321 Chemistry & Biodiversity
Antibacterial	MIC	Staphylococcus aureus	1.56–12.5 μM	10.1002/cbdv.201400321 Chemistry & Biodiversity

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