| Common Name |
Ochratoxin B
| Description |
Ochratoxin B is a metabolite of Aspergillus ochraceusOchratoxin B belongs to the family of Ochratoxins and related substances. These are compounds containing the ochratoxin skeleton, which is structurally characterized by the presence of a 3-phenylpropanoic acid N-linked to a 8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboxamide moiety[1]. (Reference: [1] http://www.inchem.org/documents/ehc/ehc/ehc105.htm).
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29401 (Ochratoxin B)
| Synonyms |
Not Available
| Chemical Formlia |
C20H19NO6
| Average Molecliar Weight |
369.368
| Monoisotopic Molecliar Weight |
369.121237345
| IUPAC Name |
2-{[hydroxy(8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)methylidene]amino}-3-phenylpropanoic acid
| Traditional Name |
2-{[hydroxy(8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)methylidene]amino}-3-phenylpropanoic acid
| CAS Registry Number |
4825-86-9
| SMILES |
CC1CC2=C(C(=O)O1)C(O)=C(C=C2)C(O)=NC(CC1=CC=CC=C1)C(O)=O
| InChI Identifier |
InChI=1S/C20H19NO6/c1-11-9-13-7-8-14(17(22)16(13)20(26)27-11)18(23)21-15(19(24)25)10-12-5-3-2-4-6-12/h2-8,11,15,22H,9-10H2,1H3,(H,21,23)(H,24,25)
| InChI Key |
DAEYIVCTQUFNTM-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities 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 |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Ochratoxins and related substances
| Direct Parent |
Ochratoxins and related substances
| Alternative Parents |
Phenylalanine and derivatives
N-acyl-alpha amino acids
Phenylpropanoic acids
Salicylic acid and derivatives
2-benzopyrans
Amphetamines and derivatives
1-hydroxy-4-unsubstituted benzenoids
Dicarboxylic acids and derivatives
Vinylogous acids
Secondary carboxylic acid amides
Carboxylic acid esters
Lactones
Carboxylic acids
Oxacyclic compounds
Organonitrogen compounds
Carbonyl compounds
Hydrocarbon derivatives
Organopnictogen compounds
Organic oxides
| Substituents |
Ochratoxin-skeleton
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Salicylic acid or derivatives
2-benzopyran
Isochromane
Benzopyran
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous acid
Lactone
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxamide group
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Toxic Substance
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point221 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.018 mg/mLALOGPS
logP2.89ALOGPS
logP4.83ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)3.25ChemAxon
pKa (Strongest Basic)0.57ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area116.42 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity97.49 m3·mol-1ChemAxon
Polarizability37.01 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000490
| KNApSAcK ID |
C00037570
| Chemspider ID |
529965
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29401
| Metagene Link |
HMDB29401
| METLIN ID |
Not Available
| PubChem Compound |
609663
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: (-)-DHMEQ
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 19326916
