SCS-C007409

spiromastol L

Pathway: Polyketides Superclass: Diphenyl ethers (DPEs) Class: Fungal DPEs

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

Spiromastix sp. SCSIO F190 (NA)

Original source name: Spiromastix sp.

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Onygenales Family Spiromastigoidaceae Genus Spiromastigoides Species Spiromastix sp.

South China Sea

DOI: 10.1021/acs.jnatprod.2c00900 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

454.2 Da

Threshold ≤ 500

ALogP

7.42

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C19H20Cl4O4

Molecular Weight:

454.1770 Da

SMILES:

CCCc1cc(Oc2c(O)c(Cl)c(O)c(Cl)c2CCC)c(Cl)c(OC)c1Cl

InChIKey:

                        GFNPRRHICBKZSD-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C19H20Cl4O4/c1-4-6-9-8-11(14(22)19(26-3)12(9)20)27-18-10(7-5-2)13(21)16(24)15(23)17(18)25/h8,24-25H,4-7H2,1-3H3

Calculated Properties

ALogP:

7.417 lipophilicity

TPSA:

58.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.3684 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007409

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Diphenyl ethers (DPEs)

NPClassifier Class:

Fungal DPEs

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	MIC	methicillin-resistant Staphylococcus aureus (MRSA), Enterococcus faecalis ATCC 29212, Bacillus subtilis BS01	0.5–4.0 μg/mL	10.1021/acs.jnatprod.2c00900 Journal of Natural Products

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