SCS-C000610

spirostaphylotrichin X

Pathway: Amino acids and Peptides | Polyketides Superclass: Cyclic polyketides Class: 3-Spirotetramic acids

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

Cochliobolus lunatus SCSIO 41401 (gorgonian-derived fungus)

Original source name: Cochliobolus lunatus SCSIO41401

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Pleosporaceae Genus Curvularia Species Cochliobolus lunatus

South China Sea

DOI: 10.1021/acs.jnatprod.8b00656 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

311.3 Da

Threshold ≤ 500

ALogP

-0.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H21NO6

Molecular Weight:

311.3300 Da

SMILES:

CC/C=C1/C=CC(=O)[C@@H](O)[C@]12C(=O)N(OC)[C@@](C)(OC)[C@@H]2O

InChIKey:

                        WLTPKEUARATQBE-KIIIIJNPSA-N
                        
                    

InChI:

InChI=1S/C15H21NO6/c1-5-6-9-7-8-10(17)11(18)15(9)12(19)14(2,21-3)16(22-4)13(15)20/h6-8,11-12,18-19H,5H2,1-4H3/b9-6-/t11-,12+,14+,15-/m1/s1

Calculated Properties

ALogP:

-0.064 lipophilicity

TPSA:

96.30 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000610

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

3-Spirotetramic acids

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
Antiviral	IC50	influenza A virus	1.2–5.5 μM	10.1021/acs.jnatprod.8b00656 Journal of Natural Products

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