SCS-C000511

monoacetyl derivative

Pathway: Polyketides Superclass: Macrolides Class: Zearalenones

Chemical Structure

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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

446.2 Da

Threshold ≤ 500

ALogP

3.41

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H30O8

Molecular Weight:

446.1900 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](O)C/C=C/2

InChIKey:

                        DNZAMACVTXPLSU-IIGVJNRNSA-N
                        
                    

InChI:

InChI=1S/C24H30O8/c1-14-8-6-11-19-22(32-24(3,4)31-19)18(26)10-7-9-16-12-17(28-5)13-20(30-15(2)25)21(16)23(27)29-14/h6-7,9,11-14,18-19,22,26H,8,10H2,1-5H3/b9-7+,11-6+/t14-,18-,19-,22-/m0/s1

Calculated Properties

ALogP:

3.410 lipophilicity

TPSA:

100.52 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-C000511

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	12.5 μg/mL	10.1016/s0014-2999(00)00834-7 Eur. J. Pharmacol

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