Homovanillic Acid

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  • Identifiers

    CAS number
    306-08-1

    Molecular formula
    C9H10O4

    SMILES
    COC1=C(C=CC(=C1)CC(=O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Vanilla 63.63%
    Sweet 57.3%
    Phenolic 56.27%
    Balsamic 47.79%
    Creamy 45.89%
    Powdery 40.62%
    Spicy 37.01%
    Milky 34.44%
    Smoky 32.43%
    Odorless 32.26%

     

    Flavor
    Sweet 61.53%
    Phenolic 41.83%
    Mild 39.55%
    Odorless 38.47%
    Creamy 35.03%
    Sour 32.35%
    Powdery 30.09%
    Faint 27.13%
    Woody 26.33%
    Caramel 25.69%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    7.74 (neutral)

    Molecular weight
    182.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    356°C

    Melting point expt.

    • 138 - 140 °C

    Flash point

    • 175.83 ˚C est.

    Solubility expt.

    • 17 mg/mL

  • Synonyms

    • Homovanillic acid
    • 306-08-1
    • 4-Hydroxy-3-methoxyphenylacetic acid
    • 2-(4-hydroxy-3-methoxyphenyl)acetic acid
    • Benzeneacetic acid, 4-hydroxy-3-methoxy-
    • Vanillacetic acid
    • Vanilacetic acid
    • 3-Methoxy-4-hydroxyphenylacetic acid
    • Homovanillate
    • 4-Hydroxy-3-methoxybenzeneacetic acid
    • (4-HYDROXY-3-METHOXYPHENYL)ACETIC ACID
    • HVA
    • MFCD00004350
    • Homovanilic acid
    • Acetic acid, (4-hydroxy-3-methoxyphenyl)-
    • Homovanillinic acid
    • UNII-X77S6GMS36
    • NSC 16682
    • X77S6GMS36
    • 3-Methoxy-4-hydroxyphenylacetate
    • CHEBI:545959
    • EINECS 206-176-7
    • NSC-16682
    • DTXSID5059791
    • HMDB00118
    • 4-hydroxy-3-methoxy-benzeneacetic acid
    • Homovaniuic acid
    • 2-(3-Methoxy-4-Oxidanyl-Phenyl)ethanoic Acid
    • 4-hydroxy-3-methoxyphenylacetic acid (homovanillic acid)
    • Acid, Homovanillic
    • Homovanilate
    • Vanilacetate
    • 2-(4-hydroxy-3-methoxy-phenyl)acetic acid
    • homovanillic-acid
    • 4-HYDROXY-3-METHOXYPHENYLACETIC ACID (2,5,6-D3,ALPHA,ALPHA-D2)
    • YTX
    • 3 Methoxy 4 Hydroxyphenylacetic Acid
    • 4 Hydroxy 3 Methoxyphenylacetic Acid
    • Acid, 3-Methoxy-4-Hydroxyphenylacetic
    • Acid, 4-Hydroxy-3-Methoxyphenylacetic
    • Homovanillic acid; HVA
    • Homovanillic acid, 98%
    • Lopac-H-1252
    • bmse000132
    • SCHEMBL8792
    • CHEMBL1562
    • Homovanillic acid (Standard)
    • Lopac0_000632
    • Oprea1_505423
    • MLS001056771
    • HOMOVANILLIC ACID [MI]
    • DTXCID4038219
    • HY-N0384R
    • QRMZSPFSDQBLIX-UHFFFAOYSA-
    • 4-Hydroxy-3-methoxybenzeneacetate
    • HMS2233B24
    • HMS3261P06
    • HMS3886C14
    • 4-hydroxy-3-methoxyphenyacetic acid
    • BCP33265
    • HY-N0384
    • NSC16682
    • STR09131
    • Homovanillic acidFluorimetric reagent
    • Tox21_500632
    • 4-hydroxy 3-methoxyphenylacetic acid
    • BBL100126
    • HB1902
    • s5642
    • STK372679
    • Homovanillic acid, analytical standard
    • 3-methoxy-4-hydroxy-phenylacetic acid
    • 4-hydroxy-3-methoxy-phenylacetic acid
    • 4-hydroxy-3-methoxyphenyl-acetic acid
    • AKOS005447065
    • CCG-204720
    • FH23860
    • Homovanillic acid, Fluorimetric reagent
    • LP00632
    • PS-3625
    • SDCCGSBI-0050613.P002
    • NCGC00015497-01
    • NCGC00015497-02
    • NCGC00015497-03
    • NCGC00015497-04
    • NCGC00015497-05
    • NCGC00015497-08
    • NCGC00093999-01
    • NCGC00093999-02
    • NCGC00093999-03
    • NCGC00261317-01
    • 1ST40053
    • 4-HYDROXY-3-METHOXY BENZENEACETIC
    • SMR000326729
    • SY017698
    • (4-Hydroxy-3-methoxy-phenyl)-acetic acid
    • (4-hydroxy-3-methyoxy-phenyl)-acetic acid
    • 4-HYDROXY-3-METHOXY-alpha-TOLUIC ACID
    • CS-0008924
    • EU-0100632
    • H0339
    • NS00015133
    • acetic acid, 2-(4-hydroxy-3-methoxyphenyl)-
    • C05582
    • EN300-179380
    • H 1252
    • 4-HYDROXY-3-METHOXY-.ALPHA.-TOLUIC ACID
    • Q903566
    • SR-01000075364
    • Acetic acid, (4-hydroxy-3-methoxyphenyl)- (8CI)
    • SR-01000075364-1
    • 4-Hydroxy-3-methoxyphenylacetic acid;Homovanillic acid
    • 562F45C3-F314-46F6-8FC2-74D84EBB9CBC
    • Z1203162033
    • 206-176-7
    • 4-Hydroxy-3-(methoxy)benzeneacetic acid;4-Hydroxy-3-(methoxy)phenylacetic acid;3-(Methoxy)-4-hydroxyphenylacetic acid
    • 4-Hydroxy-3-methoxyphenylacetic acid;Vanillacetic acid;2-(4-Hydroxy-3-methoxyphenyl)acetic acid
    • InChI=1/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)

  • Applications

    Homovanillic Acid (CAS 306-08-1) is primarily used as an analytical reference standard for quantifying dopamine metabolites in biological samples by HPLC/LC-MS, enabling routine measurements in clinical and research labs; it also functions as a biomarker reference in neuroscience studies of dopaminergic turnover in urine or plasma; in analytical method development it serves as a calibration material or quality-control reference for dopaminergic metabolite profiling; and in organic synthesis it acts as a chemical intermediate for preparing catechol-containing derivatives and related compounds used in research and industry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 145.33
    methanol 216.34
    isopropanol 84.39
    water 13.53
    ethyl acetate 18.91
    n-propanol 79.41
    acetone 84.08
    n-butanol 49.05
    acetonitrile 15.53
    DMF 365.66
    toluene 1.89
    isobutanol 36.28
    1,4-dioxane 29.55
    methyl acetate 28.92
    THF 114.88
    2-butanone 47.03
    n-pentanol 29.96
    sec-butanol 59.67
    n-hexane 1.55
    ethylene glycol 119.67
    NMP 240.36
    cyclohexane 0.56
    DMSO 743.19
    n-butyl acetate 14.67
    n-octanol 14.07
    chloroform 5.91
    n-propyl acetate 12.91
    acetic acid 68.09
    dichloromethane 8.62
    cyclohexanone 29.31
    propylene glycol 96.11
    isopropyl acetate 11.98
    DMAc 251.14
    2-ethoxyethanol 107.13
    isopentanol 31.44
    n-heptane 1.33
    ethyl formate 22.59
    1,2-dichloroethane 10.83
    n-hexanol 26.53
    2-methoxyethanol 210.72
    isobutyl acetate 4.17
    tetrachloromethane 3.55
    n-pentyl acetate 9.66
    transcutol 158.59
    n-heptanol 13.48
    ethylbenzene 2.4
    MIBK 19.68
    2-propoxyethanol 76.8
    tert-butanol 91.14
    MTBE 25.77
    2-butoxyethanol 34.06
    propionic acid 53.55
    o-xylene 4.06
    formic acid 163.72
    diethyl ether 23.61
    m-xylene 2.93
    p-xylene 2.23
    chlorobenzene 2.95
    dimethyl carbonate 28.09
    n-octane 0.46
    formamide 241.52
    cyclopentanone 65.36
    2-pentanone 32.77
    anisole 15.67
    cyclopentyl methyl ether 28.81
    gamma-butyrolactone 86.14
    1-methoxy-2-propanol 140.19
    pyridine 13.2
    3-pentanone 22.54
    furfural 65.12
    n-dodecane 0.34
    diethylene glycol 109.65
    diisopropyl ether 6.31
    tert-amyl alcohol 72.84
    acetylacetone 36.09
    n-hexadecane 0.37
    acetophenone 19.52
    methyl propionate 32.09
    isopentyl acetate 12.51
    trichloroethylene 15.69
    n-nonanol 11.71
    cyclohexanol 19.28
    benzyl alcohol 17.15
    2-ethylhexanol 11.39
    isooctanol 9.62
    dipropyl ether 10.93
    1,2-dichlorobenzene 5.1
    ethyl lactate 25.92
    propylene carbonate 33.81
    n-methylformamide 175.5
    2-pentanol 31.87
    n-pentane 1.56
    1-propoxy-2-propanol 48.55
    1-methoxy-2-propyl acetate 28.94
    2-(2-methoxypropoxy) propanol 50.91
    mesitylene 2.55
    ε-caprolactone 30.71
    p-cymene 3.91
    epichlorohydrin 63.92
    1,1,1-trichloroethane 6.16
    2-aminoethanol 134.1
    morpholine-4-carbaldehyde 124.81
    sulfolane 203.52
    2,2,4-trimethylpentane 1.25
    2-methyltetrahydrofuran 44.69
    n-hexyl acetate 16.5
    isooctane 0.8
    2-(2-butoxyethoxy)ethanol 56.74
    sec-butyl acetate 7.28
    tert-butyl acetate 21.5
    decalin 0.78
    glycerin 164.35
    diglyme 94.89
    acrylic acid 58.35
    isopropyl myristate 5.93
    n-butyric acid 33.77
    acetyl acetate 10.2
    di(2-ethylhexyl) phthalate 10.16
    ethyl propionate 15.27
    nitromethane 116.11
    1,2-diethoxyethane 18.94
    benzonitrile 7.81
    trioctyl phosphate 8.18
    1-bromopropane 5.41
    gamma-valerolactone 79.57
    n-decanol 8.07
    triethyl phosphate 11.96
    4-methyl-2-pentanol 15.96
    propionitrile 13.85
    vinylene carbonate 23.49
    1,1,2-trichlorotrifluoroethane 84.23
    DMS 18.47
    cumene 2.78
    2-octanol 8.58
    2-hexanone 18.19
    octyl acetate 9.2
    limonene 5.76
    1,2-dimethoxyethane 98.67
    ethyl orthosilicate 10.21
    tributyl phosphate 9.66
    diacetone alcohol 58.51
    N,N-dimethylaniline 16.57
    acrylonitrile 20.97
    aniline 9.89
    1,3-propanediol 110.55
    bromobenzene 1.81
    dibromomethane 5.22
    1,1,2,2-tetrachloroethane 16.15
    2-methyl-cyclohexyl acetate 12.79
    tetrabutyl urea 15.48
    diisobutyl methanol 7.39
    2-phenylethanol 17.04
    styrene 2.29
    dioctyl adipate 11.95
    dimethyl sulfate 82.23
    ethyl butyrate 12.17
    methyl lactate 55.69
    butyl lactate 19.74
    diethyl carbonate 9.59
    propanediol butyl ether 49.39
    triethyl orthoformate 11.33
    p-tert-butyltoluene 4.21
    methyl 4-tert-butylbenzoate 29.01
    morpholine 59.99
    tert-butylamine 34.91
    n-dodecanol 5.38
    dimethoxymethane 122.44
    ethylene carbonate 16.77
    cyrene 54.44
    2-ethoxyethyl acetate 17.93
    2-ethylhexyl acetate 8.93
    1,2,4-trichlorobenzene 6.94
    4-methylpyridine 13.41
    dibutyl ether 6.7
    2,6-dimethyl-4-heptanol 7.39
    DEF 53.08
    dimethyl isosorbide 64.58
    tetrachloroethylene 15.12
    eugenol 29.16
    triacetin 23.97
    span 80 30.69
    1,4-butanediol 49.21
    1,1-dichloroethane 5.84
    2-methyl-1-pentanol 20.42
    methyl formate 98.94
    2-methyl-1-butanol 34.35
    n-decane 0.66
    butyronitrile 11.53
    3,7-dimethyl-1-octanol 11.51
    1-chlorooctane 3.25
    1-chlorotetradecane 1.12
    n-nonane 0.63
    undecane 0.46
    tert-butylcyclohexane 0.95
    cyclooctane 0.38
    cyclopentanol 35.21
    tetrahydropyran 18.26
    tert-amyl methyl ether 25.62
    2,5,8-trioxanonane 68.67
    1-hexene 4.41
    2-isopropoxyethanol 50.45
    2,2,2-trifluoroethanol 45.76
    methyl butyrate 20.62

    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