MiMeDB: Showing metabocard for Ochratoxin A (MMDBc0016252)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:56:28 UTC

Update Date

2022-08-27 05:58:57 UTC

Metabolite ID

MMDBc0016252

Metabolite Identification

Common Name

Ochratoxin A

Description

Ochratoxin A, also known as OTA, belongs to the class of organic compounds known as ochratoxins and related substances. These are a group of chemically related metabolites containing a 3,4-dihydro-3-methylisocoumarin moiety linked through a carboxyl group to L-beta-phenylalanine by a secondary amine bond. Ochratoxin A has been detected, but not quantified in, several different foods, such as barleys (Hordeum vulgare), breakfast cereal, cereals and cereal products, and common wheats (Triticum aestivum). This could make ochratoxin a a potential biomarker for the consumption of these foods. Ochratoxin A is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Ochratoxin A.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoic acid	ChEBI
(R)-N-((5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)phenylalanine	ChEBI
N-[(3R)-5-Chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine	ChEBI
N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine	ChEBI
OTA	ChEBI
(2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoate	Generator
Antibiotic 9663	HMDB
N-[(5-chloro-3,4-dihydro-8-Hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl]phenylalanine, 9ci	HMDB
Ochratoxin a-bsa conjugate from aspergillus ochraceus	HMDB
Phenylalanine - ochratoxin a	HMDB

Molecular Formula

C₂₀H₁₈ClNO₆

Average Mass

403.813

Monoisotopic Mass

403.08226502

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1

InChI Key

RWQKHEORZBHNRI-BMIGLBTASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ochratoxins and related substances. These are a group of chemically related metabolites containing a 3,4-dihydro-3-methylisocoumarin moiety linked through a carboxyl group to L-beta-phenylalanine by a secondary amine bond.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Ochratoxins and related substances

Sub Class

Not Available

Direct Parent

Ochratoxins and related substances

Alternative Parents

Substituents

Ochratoxin-skeleton
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Salicylic acid or derivatives
2-benzopyran
Isochromane
Benzopyran
Aryl halide
Benzenoid
Aryl chloride
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous acid
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Lactone
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:7719 )
organochlorine compound (CHEBI:7719 )
phenylalanine derivative (CHEBI:7719 )
N-acyl-L-phenylalanine (CHEBI:7719 )
isochromanes (CHEBI:7719 )
Mycotoxins (C09955 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	5		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0029399

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ochratoxin_A

METLIN ID

Not Available

PubChem Compound

442530

PDB ID

Not Available

ChEBI ID

7719

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Ochratoxin A (MMDBc0016252)

MOL for #<Metabolite:0x00007fc934a77e20>

3D MOL for #<Metabolite:0x00007fc934a77e20>

3D SDF for #<Metabolite:0x00007fc934a77e20>

3D-SDF for #<Metabolite:0x00007fc934a77e20>

PDB for #<Metabolite:0x00007fc934a77e20>

3D PDB for #<Metabolite:0x00007fc934a77e20>

SMILES for #<Metabolite:0x00007fc934a77e20>

INCHI for #<Metabolite:0x00007fc934a77e20>

Structure for #<Metabolite:0x00007fc934a77e20>

3D Structure for #<Metabolite:0x00007fc934a77e20>