Ochratoxin A

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  • Identifiers

    CAS number
    303-47-9

    Molecular formula
    C20H18ClNO6

    SMILES
    C[C@@H]1CC2=C(C=C(C(=C2C(=O)O1)O)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O)Cl

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 65.23%
    Savory 24.2%
    Grape 23.14%
    Bitter 22.57%
    Milky 22.3%
    Sweet 22.27%
    Fruity 20.59%
    Balsamic 18.05%
    Cooked 17.82%
    Cooling 17.66%

     

    Flavor
    Bitter 84.51%
    Odorless 48.65%
    Bland 28.93%
    Mild 23.46%
    Sweet-like 20.87%
    Nitrile 19.56%
    Very mild 19.24%
    Cedarleaf 19.08%
    Orange flower 18.6%
    Heather 18.58%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    4.7

    pKa est.
    5.24 (weak acid)

    Molecular weight
    403.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    262°C

    Melting point expt.

    • 336 °F (NTP, 1992)
    • 169 °C ... Also frequently reported as 90 °C from benzene (one mole of benzene of crystallization)
    • 169 °C

    Flash point

    • 266.23 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 66 °F (NTP, 1992)
    • As acid, moderately soluble in organic solvents (eg. chloroform, ethanol, methanol, xylene)
    • The sodium salt is soluble in water.

  • Synonyms

    • OCHRATOXIN A
    • 303-47-9
    • Antibiotic 9663
    • NCI-C56586
    • CHEBI:7719
    • DTXSID7021073
    • (-)-N-((5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenylalanine
    • Phenylalanine-ochratoxin A
    • N-(((3R)-5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl-L-alanine
    • 1779SX6LUY
    • L-Phenylalanine, N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-, (R)-
    • Alanine, N-((5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl-, (-)-
    • CCRIS 2382
    • NSC-201422
    • (2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl]amino]-3-phenylpropanoic acid
    • (2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl]formamido}-3-phenylpropanoic acid
    • (R)-N-((5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-benzo(c)pyran-7-yl)carbonyl)-3-phenylalanine
    • (R)-N-((5-CHLORO-3,4-DIHYDRO-8-HYDROXY-3-METHYL-1-OXO-1H-2-BENZOPYRAN-7-YL)CARBONYL)-L-PHENYLALANINE
    • (R)-N-((5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)phenylalanine
    • L-Phenylalanine, N-(((3R)-5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)-
    • NSC201422
    • NSC221991
    • Alanine, N-[(5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-3-phenyl-, (-)-
    • (2S)-2-(((3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)formamido)-3-phenylpropanoic acid
    • (2S)-2-(((3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl)amino)-3-phenylpropanoic acid
    • L-Phenylalanine, N-[(5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl]-, (R)-
    • N-(((3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)carbonyl)-L-phenylalanine
    • N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl]carbonyl}-L-phenylalanine
    • RefChem:855386
    • DTXCID401073
    • 2-(((5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)(hydroxy)methylidene)amino)-3-phenylpropanoic acid
    • 206-143-7
    • Phenylalanine - ochratoxin A
    • 3R14S-Ochratoxin A
    • C20H18ClNO6
    • MFCD00078079
    • Ochratoxin A-BSA conjugate from Aspergillus ochraceus
    • OTA
    • NSC 201422
    • N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine
    • Ochratoxin A(OTA)
    • (2~{S})-2-[[(3~{R})-5-chloranyl-3-methyl-8-oxidanyl-1-oxidanylidene-3,4-dihydroisochromen-7-yl]carbonylamino]-3-phenyl-propanoic acid
    • N-[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine
    • Ochratoxin A (10?g/mL in Acetonitrile)
    • Ochratoxin A 2 microg/mL in Acetonitrile
    • Ochratoxin A 10 microg/mL in Acetonitrile
    • Ochratoxin A from Aspergillus ochraceus
    • N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine
    • 97U
    • 03 - Mycotoxin
    • OCHRATOXIN A [MI]
    • OCHRATOXIN A [HSDB]
    • OCHRATOXIN A [IARC]
    • CBiol_002012
    • SCHEMBL15105
    • Rye flour containing mycotoxins
    • CHEMBL589366
    • GTPL4672
    • MEGxm0_000357
    • Wheat - Ochratoxin A (blank)
    • SCHEMBL29356553
    • ACon0_000200
    • ACon1_001268
    • MSK7211
    • Ochratoxin A Solution, 10 mg/L
    • Bio1_000298
    • Bio1_000787
    • Bio1_001276
    • GLXC-10695
    • MSK7211-10A
    • BDBM50485598
    • MSK7211-100M
    • AKOS024456512
    • Ochratoxin A 2 microg/mL in Methanol
    • Ochratoxin A 10 microg/mL in Methanol
    • SMP2_000132
    • NCGC00162403-01
    • NCGC00162403-02
    • NCGC00162403-03
    • NCGC00162403-04
    • NCGC00162403-05
    • Ochratoxin A 100 microg/mL in Methanol
    • Ochratoxin A (10 ?g/mL in Acetonitrile)
    • NS00003381
    • ST50826330
    • Ochratoxin A solution in Methanol, 100ug/mL
    • C09955
    • G91050
    • Ochratoxin A solution in Acetonitrile, 10ug/mL
    • Ochratoxin A 10 microg/mL in Acetonitrile:Methanol
    • Q1885038
    • BRD-K39944607-001-01-4
    • Ochratoxin A, from Petromyces albertensis, >=98% (HPLC)
    • Ochratoxin A, reference material, from Aspergillus ochraceus
    • Ochratoxin A, purum, >=98.0% (TLC), from Aspergillus ochraceus
    • (-)-N-((5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl-3-phenylalanine
    • (2S)-2-[[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-isochromane-7-carbonyl]amino]-3-phenyl-propanoic acid
    • (2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoic acid
    • (R)-N-((5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)-carbonyl)-L-phenylalanine
    • 2-[((3R)-5-chloro-8-hydroxy-3-methyl-1-oxoisochroman-7-yl)carbonylamino](2S)-3 -phenylpropanoic acid
    • InChI=1/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
    • N-[(5-Chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl]phenylalanine, 9CI
    • Solution of ochratoxin A at a concentration of 11.03 microg/g in acetonitrile with 0.1 % formic acid.
    • 303-47-9

  • Applications

    Ochratoxin A (CAS 303-47-9) is primarily treated as an analytical target and reference standard in food safety management. In agricultural and processed foods, OTA is measured in cereals, coffee, wine, and dried fruits to monitor contamination. It is commonly used as a reference standard for analytical methods such as LC-MS/MS and HPLC, and to develop and validate mycotoxin detection and quantification procedures. OTA is also used in toxicology and risk assessment research to understand exposure and potential hazards. As a representative contaminant, it supports regulatory compliance programs and surveillance of residue limits. Additionally, OTA features in environmental monitoring and packaging-related studies to evaluate migration and mitigation of contamination.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.65
    methanol 12.72
    isopropanol 4.04
    water 0.02
    ethyl acetate 4.47
    n-propanol 6.55
    acetone 18.28
    n-butanol 4.32
    acetonitrile 3.32
    DMF 165.81
    toluene 0.77
    isobutanol 3.44
    1,4-dioxane 19.18
    methyl acetate 8.13
    THF 87.4
    2-butanone 17.57
    n-pentanol 2.81
    sec-butanol 4.3
    n-hexane 0.01
    ethylene glycol 5.0
    NMP 94.07
    cyclohexane 0.02
    DMSO 101.25
    n-butyl acetate 2.88
    n-octanol 1.36
    chloroform 4.07
    n-propyl acetate 3.68
    acetic acid 18.94
    dichloromethane 4.21
    cyclohexanone 26.71
    propylene glycol 8.66
    isopropyl acetate 2.9
    DMAc 248.33
    2-ethoxyethanol 33.51
    isopentanol 3.59
    n-heptane 0.02
    ethyl formate 5.33
    1,2-dichloroethane 3.66
    n-hexanol 1.12
    2-methoxyethanol 84.93
    isobutyl acetate 1.68
    tetrachloromethane 0.24
    n-pentyl acetate 3.22
    transcutol 40.35
    n-heptanol 1.79
    ethylbenzene 0.4
    MIBK 4.04
    2-propoxyethanol 28.42
    tert-butanol 4.06
    MTBE 1.69
    2-butoxyethanol 13.86
    propionic acid 7.98
    o-xylene 0.63
    formic acid 16.08
    diethyl ether 1.35
    m-xylene 0.51
    p-xylene 0.62
    chlorobenzene 1.1
    dimethyl carbonate 12.48
    n-octane 0.02
    formamide 31.62
    cyclopentanone 52.73
    2-pentanone 8.92
    anisole 3.9
    cyclopentyl methyl ether 5.33
    gamma-butyrolactone 46.84
    1-methoxy-2-propanol 50.54
    pyridine 14.19
    3-pentanone 5.82
    furfural 29.9
    n-dodecane 0.03
    diethylene glycol 27.75
    diisopropyl ether 0.24
    tert-amyl alcohol 4.12
    acetylacetone 17.24
    n-hexadecane 0.03
    acetophenone 6.7
    methyl propionate 11.04
    isopentyl acetate 3.15
    trichloroethylene 12.14
    n-nonanol 1.63
    cyclohexanol 3.07
    benzyl alcohol 6.75
    2-ethylhexanol 0.89
    isooctanol 1.62
    dipropyl ether 1.38
    1,2-dichlorobenzene 1.4
    ethyl lactate 7.41
    propylene carbonate 11.03
    n-methylformamide 40.74
    2-pentanol 1.66
    n-pentane 0.01
    1-propoxy-2-propanol 14.25
    1-methoxy-2-propyl acetate 10.82
    2-(2-methoxypropoxy) propanol 16.62
    mesitylene 0.28
    ε-caprolactone 19.68
    p-cymene 0.39
    epichlorohydrin 51.47
    1,1,1-trichloroethane 1.49
    2-aminoethanol 11.26
    morpholine-4-carbaldehyde 92.77
    sulfolane 78.61
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 11.32
    n-hexyl acetate 3.64
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 20.17
    sec-butyl acetate 2.18
    tert-butyl acetate 3.84
    decalin 0.02
    glycerin 23.48
    diglyme 40.61
    acrylic acid 9.95
    isopropyl myristate 1.56
    n-butyric acid 8.82
    acetyl acetate 3.42
    di(2-ethylhexyl) phthalate 3.8
    ethyl propionate 4.17
    nitromethane 42.67
    1,2-diethoxyethane 6.81
    benzonitrile 3.73
    trioctyl phosphate 2.15
    1-bromopropane 0.79
    gamma-valerolactone 91.99
    n-decanol 1.18
    triethyl phosphate 3.13
    4-methyl-2-pentanol 1.08
    propionitrile 4.41
    vinylene carbonate 10.71
    1,1,2-trichlorotrifluoroethane 45.98
    DMS 6.62
    cumene 0.29
    2-octanol 1.06
    2-hexanone 5.41
    octyl acetate 2.57
    limonene 0.47
    1,2-dimethoxyethane 47.88
    ethyl orthosilicate 2.73
    tributyl phosphate 2.44
    diacetone alcohol 13.51
    N,N-dimethylaniline 2.9
    acrylonitrile 9.3
    aniline 4.08
    1,3-propanediol 17.75
    bromobenzene 0.76
    dibromomethane 1.35
    1,1,2,2-tetrachloroethane 9.93
    2-methyl-cyclohexyl acetate 3.59
    tetrabutyl urea 5.46
    diisobutyl methanol 0.68
    2-phenylethanol 4.74
    styrene 0.53
    dioctyl adipate 4.38
    dimethyl sulfate 27.94
    ethyl butyrate 3.42
    methyl lactate 20.45
    butyl lactate 6.37
    diethyl carbonate 2.72
    propanediol butyl ether 11.9
    triethyl orthoformate 4.02
    p-tert-butyltoluene 0.38
    methyl 4-tert-butylbenzoate 9.66
    morpholine 37.19
    tert-butylamine 0.77
    n-dodecanol 0.8
    dimethoxymethane 61.19
    ethylene carbonate 8.13
    cyrene 24.79
    2-ethoxyethyl acetate 7.98
    2-ethylhexyl acetate 2.23
    1,2,4-trichlorobenzene 2.93
    4-methylpyridine 9.91
    dibutyl ether 1.32
    2,6-dimethyl-4-heptanol 0.68
    DEF 20.65
    dimethyl isosorbide 29.03
    tetrachloroethylene 4.54
    eugenol 12.08
    triacetin 8.8
    span 80 10.41
    1,4-butanediol 6.17
    1,1-dichloroethane 1.8
    2-methyl-1-pentanol 2.65
    methyl formate 24.36
    2-methyl-1-butanol 4.04
    n-decane 0.04
    butyronitrile 3.03
    3,7-dimethyl-1-octanol 1.37
    1-chlorooctane 0.36
    1-chlorotetradecane 0.16
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 6.93
    tetrahydropyran 6.37
    tert-amyl methyl ether 2.01
    2,5,8-trioxanonane 30.83
    1-hexene 0.11
    2-isopropoxyethanol 14.35
    2,2,2-trifluoroethanol 6.24
    methyl butyrate 6.93

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction