SCS-C000613

triticone E

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

Chemical Structure

Loading 3D structure...

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

297.3 Da

Threshold ≤ 500

ALogP

-0.72

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H19NO6

Molecular Weight:

297.3000 Da

SMILES:

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

InChIKey:

                        FFIHXENRVXVAGQ-KZZKGCKGSA-N
                        
                    

InChI:

InChI=1S/C14H19NO6/c1-4-5-8-6-7-9(16)10(17)14(8)11(18)13(2,20)15(21-3)12(14)19/h5-7,10-11,17-18,20H,4H2,1-3H3/b8-5-/t10-,11-,13+,14+/m0/s1

Calculated Properties

ALogP:

-0.718 lipophilicity

TPSA:

107.30 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5714 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000613

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	—	influenza A virus	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.8b00656 Journal of Natural Products

Back to Compounds