Ochratoxin B-d5
Basic information
- CAS
4825-86-9- Standard SMILES
CC1Cc2ccc(C(=O)NC(Cc3ccccc3)C(=O)O)c(O)c2C(=O)O1- InChIKey
DAEYIVCTQUFNTM-UHFFFAOYSA-N- Molecular formula
- C20H19NO6
- Average molar mass
- 369.4 g/mol
- Monoisotopic mass
- 369.12123733
Overview
Ochratoxin B is a metabolite of Aspergillus ochraceus Ochratoxin 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).
Names & identifiers
- Preferred name
- Ochratoxin B-d5
- IUPAC
- 2-[(8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl)amino]-3-phenylpropanoic acid
- English name
- OCHRATOXIN B
- Molecular formula
- C20H19NO6
- Molecular weight
- 369.37
Names & synonyms
Ochratoxin B-d51356353-91-7SCHEMBL455062SCHEMBL29619804DAEYIVCTQUFNTM-UHFFFAOYSA-NN-[(8-Hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl)carbonyl]phenylalanine #2-[(8-Hydroxy-3-methyl-1-oxoisochroman-7-carbonyl)amino]-3-phenylpropionic acidOCHRATOXIN B(r)-carbonyl)Ochratoxin B(OTB)ochratoxin b solutionOchratoxin B in Methanol
Show more names
Ochratoxin B 10ug/ml in ACNOchratoxin B in acetonitrileOchratoxin B 10.0 μg/ml Acetonitrileochratoxin B from aspergillus ochraceusU-[13C20]- Ochratoxin B in Acetonitrile
Database identifiers
- CAS
4825-86-9
Properties
Computed structural properties
- XLogP
- 4.1
- Topological polar surface area
- 113 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 573
Experimental & physicochemical properties
Melting Point221 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 221 ° · 221° (van der Merwe)
- alpha
- -35 ° · D -35° (c = 0.15 in ethanol)
- Boiling point
- 632.4 · 632.4±55.0 °C(Predicted)
- Density
- 1.361 · 1.361±0.06 g/cm3(Predicted)
- Flash point
- -11 °C · -11 °C
- storage temp.
- 2 · 2-8°C
- solubility
- 10 mg/ml; · DMF: 10 mg/ml; DMSO: 15 mg/ml; Ethanol: 50 mg/ml; Ethanol:PBS (pH 7.2) (1:1): 0.50 mg/ml
- form
- A crystalline solid
- pka
- 3.4 · 3.40±0.10(Predicted)
- color
- White to off-white
- Major Application
- cleaning productscosmeticsfood and beveragespersonal care
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
TreatmentCare is symptomatic and supportive. (A704)
Health EffectsOchratoxin exposure has been associated with acute tubular necrosis and Balkan endemic nephropathy. Ochratoxin A has been shown to be nephrotoxic; might delay sexual maturation. (A704)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity SummaryOchratoxin B is thought to inhibit the accumulation of cartilage proteoglycans and general protein synthesis in a concentration-related manner. (A2872)
Signs and SymptomsMight cause respiratory irritation. (A704)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- wgk
- 3
- rtecs
- AY6825000
- ridadr
- UN 3462 6.1/PG 3
- hs_code
- 39229000
- risk_code
- 22-36/37/38-65-48/23/24/25-36/38-11-46-45-36-20/21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- Xn,T,F
- safety_code
- 26-36-45-16-53-36/37-62
- hazard_class
- 6.1(a)
- Storage Class
- 3 - Flammable liquids
- packing_group
- I
Chemistry & industry
Pharmacology
Metabolism/MetabolitesOchratoxin B is metabolized to 4-hydroxyochratoxin B. (A2871)
Cellular LocationsMembrane
Uses & manufacturing
UsesHuman exposure occurs mainly through consumption of improperly stored food products, particularly contaminated grain and pork products, as well as coffee, wine grapes and dried grapes. (L1939)
Applications
DescriptionOchratoxins are mycotoxins produced by Aspergillus and Penicillium species of fungi that contaminate foods. Ochratoxin A (OTA, ) is a chlorinated form with toxicity that targets the kidneys, causing nephropathy and renal adenomas. OTB is a non-chlorinated analog of OTA that has cytotoxic effects on kidney and liver cells in vitro but only minor effects in vivo, due to its rapid metabolism and excretion. OTB inhibits cell proliferation of human liver HepG2 cells at doses as low as 1 μg/ml but lacks the genotoxic activity of OTA, even at higher concentrations.
UsesOchratoxins are toxic metabolites from Aspergillus orchraceus.
UsesOchratoxin B is the non-chlorinated analogue of the much more extensively studied ochratoxin A. It is co-produced by the same species of Aspergillus and Penicillium that are associated with food spoilage. Ochratoxin B has received little focused investigation and its mode of action and potential hazards have been inferred from ochratoxin A.
General DescriptionCrystals that exhibit blue fluorescence.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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