Prolylhydroxyproline

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  • Identifiers

    CAS number
    18684-24-7

    Molecular formula
    C10H16N2O4

    SMILES
    C1C[C@H](NC1)C(=O)N2C[C@@H](C[C@H]2C(=O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 77.67%
    Sweet 27.17%
    Popcorn 22.19%
    Savory 21.89%
    Nutty 21.57%
    Fishy 18.99%
    Cooling 17.99%
    Bitter 15.47%
    Roasted 14.93%
    Burnt 14.83%

     

    Flavor
    Bitter 80.84%
    Odorless 39.31%
    Bland 24.82%
    Sweet-like 22.72%
    Very mild 20.58%
    Cedarleaf 19.5%
    Nitrile 19.18%
    Alkaline 19.16%
    Cereal 18.91%
    Taco 18.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.3

    pKa est.
    6.43 (neutral)

    Molecular weight
    228.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    561°C

    Flash point

    • 230.83 ˚C est.

  • Synonyms

    • Prolylhydroxyproline
    • 18684-24-7
    • (2S,4R)-4-hydroxy-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
    • (2S,4R)-4-hydroxy-1-(((2S)-pyrrolidin-2-yl)carbonyl)pyrrolidine-2-carboxylic acid
    • (2S,4R)-4-hydroxy-1-((2S)-pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid
    • (2S,4R)-4-hydroxy-1-{[(2S)-pyrrolidin-2-yl]carbonyl}pyrrolidine-2-carboxylic acid
    • RefChem:1096641
    • (2S,4R)-4-hydroxy-1-((2S)-pyrrolidin-1-ium-2-carbonyl)pyrrolidine-2-carboxylate
    • H-Pro-Hyp-OH
    • Pro-Hyp
    • L-Prolyl-L-hydroxyproline
    • Pro-Hyp-OH
    • MFCD00037349
    • (2S,4R)-4-hydroxy-1-((S)-pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid
    • (2S,4R)-1-(L-prolyl)-4-hydroxypyrrolidine-2-carboxylic acid
    • DIPEPTIDE-6
    • (2S,4R)-4-Hydroxy-1-[(S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic Acid
    • 4-Hydroxy-1-L-prolyl-proline; 4-Hydroxy-1-L-prolyl-L-proline; L-Prolyl-L-hydroxyproline; Prolylhydroxyproline
    • proline-hydroxyproline
    • L-Pro-L-Hyp
    • L-Proline, L-prolyl-4-hydroxy-, (4R)-
    • W8TTC0Y1XY
    • G-3025
    • SCHEMBL230501
    • 4-hydroxy-1-L-prolyl-Proline
    • CHEBI:74767
    • L-4-hydroxy-1-L-prolyl-Proline
    • trans-4-hydroxy-1-L-prolyl-Proline
    • (4R)-L-prolyl-4-hydroxy-L-Proline
    • L-prolyl-(4R)-4-hydroxy-L-proline
    • AKOS013155264
    • L-Prolyl-[(4R)-4-hydroxy-L-proline]
    • AS-86064
    • SY386080
    • CS-0449010
    • G3025
    • PROLINE, 4-HYDROXY-1-L-PROLYL-, L-
    • G70445
    • F771517
    • Q27105024
    • (2S,4R)-4-Hydroxy-1-[(2S)-2-pyrrolidinylcarbonyl]-2-pyrrolidinecarboxylic acid
    • 18684-24-7

  • Applications

    Prolylhydroxyproline (CAS 18684-24-7) is a dipeptide used primarily as a peptide-building block and cosmetic ingredient, with real-world applications across several industries. In cosmetics/personal care, it functions as a biomimetic collagen-related peptide that helps support the skin’s extracellular matrix and serves as a conditioning ingredient in serums and creams. In pharmaceuticals and biotech, it serves as a dipeptide building block for peptide synthesis and drug-development research, and as a substrate in enzymatic studies related to proline/hydroxyproline metabolism. In industrial manufacturing, it can be used as an intermediate in the synthesis of collagen-mimetic peptides and related specialty materials, and in scale-up workflows. In analytical and quality-control settings within pharma and industry, it may be used as a reference standard for peptide analysis (LC-MS/HPLC) and method development. All uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.75
    methanol 80.31
    isopropanol 2.69
    water 239.38
    ethyl acetate 2.09
    n-propanol 3.63
    acetone 1.27
    n-butanol 3.33
    acetonitrile 2.23
    DMF 83.97
    toluene 0.62
    isobutanol 2.07
    1,4-dioxane 3.54
    methyl acetate 0.83
    THF 7.32
    2-butanone 0.92
    n-pentanol 2.13
    sec-butanol 1.78
    n-hexane 0.07
    ethylene glycol 82.87
    NMP 130.5
    cyclohexane 0.16
    DMSO 236.0
    n-butyl acetate 2.53
    n-octanol 1.48
    chloroform 1.88
    n-propyl acetate 1.4
    acetic acid 86.7
    dichloromethane 3.46
    cyclohexanone 8.79
    propylene glycol 42.9
    isopropyl acetate 1.91
    DMAc 67.21
    2-ethoxyethanol 30.92
    isopentanol 3.57
    n-heptane 0.12
    ethyl formate 8.6
    1,2-dichloroethane 2.13
    n-hexanol 3.06
    2-methoxyethanol 87.12
    isobutyl acetate 0.81
    tetrachloromethane 0.57
    n-pentyl acetate 1.77
    transcutol 35.96
    n-heptanol 2.42
    ethylbenzene 0.58
    MIBK 2.14
    2-propoxyethanol 23.87
    tert-butanol 3.31
    MTBE 0.43
    2-butoxyethanol 13.74
    propionic acid 12.0
    o-xylene 1.1
    formic acid 723.82
    diethyl ether 0.46
    m-xylene 1.08
    p-xylene 0.82
    chlorobenzene 0.95
    dimethyl carbonate 4.09
    n-octane 0.09
    formamide 438.04
    cyclopentanone 12.86
    2-pentanone 1.69
    anisole 1.49
    cyclopentyl methyl ether 3.03
    gamma-butyrolactone 29.96
    1-methoxy-2-propanol 40.53
    pyridine 5.34
    3-pentanone 1.06
    furfural 60.27
    n-dodecane 0.06
    diethylene glycol 69.74
    diisopropyl ether 0.32
    tert-amyl alcohol 2.77
    acetylacetone 6.14
    n-hexadecane 0.07
    acetophenone 4.2
    methyl propionate 2.65
    isopentyl acetate 2.79
    trichloroethylene 4.98
    n-nonanol 1.54
    cyclohexanol 4.45
    benzyl alcohol 6.45
    2-ethylhexanol 1.87
    isooctanol 2.02
    dipropyl ether 0.83
    1,2-dichlorobenzene 1.67
    ethyl lactate 8.61
    propylene carbonate 17.66
    n-methylformamide 74.82
    2-pentanol 1.71
    n-pentane 0.08
    1-propoxy-2-propanol 11.42
    1-methoxy-2-propyl acetate 7.69
    2-(2-methoxypropoxy) propanol 12.58
    mesitylene 0.91
    ε-caprolactone 14.05
    p-cymene 1.06
    epichlorohydrin 15.5
    1,1,1-trichloroethane 0.68
    2-aminoethanol 71.17
    morpholine-4-carbaldehyde 78.34
    sulfolane 90.39
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 2.76
    n-hexyl acetate 2.25
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 16.11
    sec-butyl acetate 1.05
    tert-butyl acetate 2.29
    decalin 0.13
    glycerin 165.14
    diglyme 25.23
    acrylic acid 28.85
    isopropyl myristate 0.85
    n-butyric acid 18.32
    acetyl acetate 3.4
    di(2-ethylhexyl) phthalate 3.66
    ethyl propionate 1.62
    nitromethane 56.96
    1,2-diethoxyethane 1.98
    benzonitrile 4.47
    trioctyl phosphate 2.42
    1-bromopropane 0.48
    gamma-valerolactone 48.62
    n-decanol 1.1
    triethyl phosphate 3.01
    4-methyl-2-pentanol 1.74
    propionitrile 1.42
    vinylene carbonate 19.26
    1,1,2-trichlorotrifluoroethane 57.82
    DMS 3.58
    cumene 0.66
    2-octanol 1.19
    2-hexanone 0.98
    octyl acetate 1.31
    limonene 1.14
    1,2-dimethoxyethane 12.57
    ethyl orthosilicate 2.36
    tributyl phosphate 2.58
    diacetone alcohol 11.84
    N,N-dimethylaniline 2.35
    acrylonitrile 5.25
    aniline 2.82
    1,3-propanediol 53.46
    bromobenzene 0.75
    dibromomethane 1.37
    1,1,2,2-tetrachloroethane 4.02
    2-methyl-cyclohexyl acetate 2.96
    tetrabutyl urea 4.18
    diisobutyl methanol 1.34
    2-phenylethanol 6.05
    styrene 0.53
    dioctyl adipate 2.12
    dimethyl sulfate 19.38
    ethyl butyrate 2.3
    methyl lactate 22.14
    butyl lactate 7.6
    diethyl carbonate 1.97
    propanediol butyl ether 18.71
    triethyl orthoformate 2.54
    p-tert-butyltoluene 0.94
    methyl 4-tert-butylbenzoate 7.27
    morpholine 8.09
    tert-butylamine 0.99
    n-dodecanol 0.77
    dimethoxymethane 12.62
    ethylene carbonate 12.08
    cyrene 32.05
    2-ethoxyethyl acetate 3.88
    2-ethylhexyl acetate 1.95
    1,2,4-trichlorobenzene 2.26
    4-methylpyridine 4.0
    dibutyl ether 0.6
    2,6-dimethyl-4-heptanol 1.34
    DEF 9.92
    dimethyl isosorbide 21.66
    tetrachloroethylene 3.97
    eugenol 11.62
    triacetin 5.17
    span 80 11.7
    1,4-butanediol 21.85
    1,1-dichloroethane 0.59
    2-methyl-1-pentanol 2.45
    methyl formate 38.56
    2-methyl-1-butanol 2.86
    n-decane 0.1
    butyronitrile 1.89
    3,7-dimethyl-1-octanol 1.74
    1-chlorooctane 0.35
    1-chlorotetradecane 0.16
    n-nonane 0.09
    undecane 0.08
    tert-butylcyclohexane 0.09
    cyclooctane 0.12
    cyclopentanol 5.93
    tetrahydropyran 1.41
    tert-amyl methyl ether 0.79
    2,5,8-trioxanonane 19.07
    1-hexene 0.21
    2-isopropoxyethanol 10.11
    2,2,2-trifluoroethanol 55.36
    methyl butyrate 2.96

    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