SCS-C000510

diacetyl derivative

Pathway: Polyketides Superclass: Macrolides Class: Zearalenones

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 (gorgonian-derived fungus)

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

South China Sea

DOI: 10.1016/s0014-2999(00)00834-7 · Eur. J. Pharmacol

Drug-likeness (Lipinski Ro5)

Molecular Weight

488.5 Da

Threshold ≤ 500

ALogP

3.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H32O9

Molecular Weight:

488.5300 Da

SMILES:

COc1cc2c(c(OC(C)=O)c1)C(=O)O[C@@H](C)C/C=C/[C@@H]1OC(C)(C)O[C@H]1[C@@H](OC(C)=O)C/C=C/2

InChIKey:

                        OFHFQVCGNXZQOI-HCGPTQCNSA-N
                        
                    

InChI:

InChI=1S/C26H32O9/c1-15-9-7-12-21-24(35-26(4,5)34-21)20(32-16(2)27)11-8-10-18-13-19(30-6)14-22(33-17(3)28)23(18)25(29)31-15/h7-8,10,12-15,20-21,24H,9,11H2,1-6H3/b10-8+,12-7+/t15-,20-,21-,24-/m0/s1

Calculated Properties

ALogP:

3.981 lipophilicity

TPSA:

106.59 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000510

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
Antifouling	EC50	Balanus amphitrite larval settlement	15.4 μg/mL	10.1016/s0014-2999(00)00834-7 Eur. J. Pharmacol

Back to Compounds