ochratoxin B

Term ID

CHEBI:141524

Synonyms

(2S)-2-{[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoic acid
N-[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine
N-{[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine
OTB

Definition

A phenylalanine derivative resulting from the formal condensation of the amino group of L-phenylalanine with the carboxy group of (3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboxylic acid. Ochratoxin B differs from the more naturally abundant ochratoxin A in the absence of the dihydroisocoumarin chlorine atom. It has cytotoxic effects on kidney and liver cells in vitro but only minor effects in vivo, due to its rapid metabolism and excretion. It inhibits cell proliferation of human liver HepG2 cells at doses as low as 1 mug/ ml but lacks the genotoxic activity of ochratoxin A, even at higher concentrations.

References

Ontology

ChEBI ( EBI )

Resources

CTD

Relationships

is a type of: isochromanes monocarboxylic acid N-acyl-L-phenylalanine phenylalanine derivative

isochromanes monocarboxylic acid N-acyl-L-phenylalanine phenylalanine derivative Show first 5 Terms
has_role: Aspergillus metabolite calcium channel blocker mycotoxin Penicillium metabolite

Aspergillus metabolite calcium channel blocker mycotoxin Penicillium metabolite Show first 5 Terms
inverse is_conjugate_base_of: ochratoxin B(1-)

ochratoxin B(1-) Show first 5 Terms
is_conjugate_acid_of: ochratoxin B(1-)

ochratoxin B(1-) Show first 5 Terms

Phenotype

Phenotype resulting from ochratoxin B

Phenotype where environments contain ochratoxin B

Phenotype modified by environments containing ochratoxin B

Human Disease Model