SCS-C000350
ochratoxin A methyl ester
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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.
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
417.8 Da
Threshold ≤ 500
ALogP
2.66
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H20ClNO6
Molecular Weight:
417.8000 Da
SMILES:
COC(=O)[C@H](Cc1ccccc1)NC(=O)c1cc(Cl)c2c(c1O)C(=O)O[C@H](C)C2
InChIKey:
IHPSAIGCKPYNDR-BZNIZROVSA-N
InChI:
InChI=1S/C21H20ClNO6/c1-11-8-13-15(22)10-14(18(24)17(13)21(27)29-11)19(25)23-16(20(26)28-2)9-12-6-4-3-5-7-12/h3-7,10-11,16,24H,8-9H2,1-2H3,(H,23,25)/t11-,16+/m1/s1
Calculated Properties
ALogP:
2.661 lipophilicity
TPSA:
101.93 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
3
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.2857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000350
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 | 2.59 μM | 10.1016/j.fct.2012.11.037 Food and Chemical Toxicology |