SCS-C000347

ochratoxin A n-butyl ester

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

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Source Information

Aspergillus sp. (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

DOI: 10.1016/j.fct.2012.11.037 · Food and Chemical Toxicology

Drug-likeness (Lipinski Ro5)

Molecular Weight

459.9 Da

Threshold ≤ 500

ALogP

3.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H26ClNO6

Molecular Weight:

459.9260 Da

SMILES:

CCCCOC(=O)[C@H](Cc1ccccc1)NC(=O)c1cc(Cl)c2c(c1O)C(=O)O[C@H](C)C2

InChIKey:

                        ANSISQLRUBTCKK-KUHUBIRLSA-N
                        
                    

InChI:

InChI=1S/C24H26ClNO6/c1-3-4-10-31-23(29)19(12-15-8-6-5-7-9-15)26-22(28)17-13-18(25)16-11-14(2)32-24(30)20(16)21(17)27/h5-9,13-14,19,27H,3-4,10-12H2,1-2H3,(H,26,28)/t14-,19+/m1/s1

Calculated Properties

ALogP:

3.831 lipophilicity

TPSA:

101.93 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3750 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000347

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

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
Toxicity	LC50	Artemia salina	4.14 μM	10.1016/j.fct.2012.11.037 Food and Chemical Toxicology

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