N-acetyl-beta-neuraminic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    19342-33-7

    Molecular formula
    C11H19NO9

    SMILES
    CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 75.31%
    Sweet 42.17%
    Savory 27.54%
    Milky 20.68%
    Buttery 19.06%
    Caramellic 18.6%
    Cooling 17.82%
    Bitter 16.52%
    Meaty 15.4%
    Clean 13.75%

     

    Flavor
    Odorless 65.18%
    Bitter 34.74%
    Very mild 31.66%
    Sweet-like 29.68%
    Bland 26.86%
    Sweet 23.19%
    Mild 22.67%
    Yeast 20.83%
    Very slight 20.5%
    Cauliflower 19.07%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.5

    pKa est.
    5.14 (weak acid)

    Molecular weight
    309.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2189°C

    Melting point expt.

    • 186 °C

    Flash point

    • 288.74 ˚C est.

  • Synonyms

    • N-acetyl-beta-neuraminic acid
    • beta-Neu5Ac
    • 19342-33-7
    • TIP79W5HPN
    • N-acetyl-beta-D-neuraminic acid
    • CHEBI:45744
    • DTXSID80864309
    • (-)-N-acetyl-beta-neuraminic acid
    • GlyTouCan:G76571JT
    • RefChem:1048431
    • DTXCID401324324
    • G76571JT
    • 131-48-6
    • N-acetylneuramic acid
    • N-Acetyl-D-neuraminic acid
    • 5-N-ACETYL-BETA-D-NEURAMINIC ACID
    • BETA-SIALIC ACID
    • NANA
    • Lactaminic acid
    • MFCD00006620
    • (2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
    • (2S,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid
    • N-AcetylneuraminicAcid
    • N-Acetylsialic acid
    • Acetylneuraminic acid
    • 5-N-Acetyl-D-neuraminic acid
    • CHEMBL165084
    • 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid
    • Neuraminic acid, N-acetyl-
    • C11H19NO9
    • 489-46-3
    • 5-acetamido-3,5-dideoxy-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
    • O-sialic acid
    • (2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic acid
    • NAN
    • SLB
    • 5-N-Acetylneuraminic acid
    • UNII-TIP79W5HPN
    • Lactaminate
    • Sialomucin
    • aceneuramic-acid
    • N-Acetylsialate
    • Sialic?acid
    • b-sialic acid
    • NSC111756
    • N-Acetylneuramate
    • Neu5Ac dihydrate
    • 4mmp
    • 4mnp
    • N-acetyl-neuraminate
    • Neu-5Ac
    • sialic acid dihydrate
    • N-Acetyl-D-[1-13C]Neuraminic Acid
    • 5-N-Acetylneuraminate
    • N-Acetyl-b-neuraminate
    • N-Acetyl-D-neuraminate
    • N-Acetyl-b-D-neuraminate
    • Neuraminic acid, N-acetyl
    • 5-N-Acetyl-D-neuraminate
    • N-Acetyl-delta-neuraminate
    • SCHEMBL22412
    • 5-N-Acetyl-delta-neuraminate
    • MLS002207179
    • 131-48-6(free base)
    • N-Acetyl-b-D-neuraminic acid
    • Neuraminic acid, N-acetyl- Starburst 4th Generation
    • 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-nonulopyranosonic Acid
    • N-Acetyl-delta-neuraminic acid
    • orb2814855
    • N-Acetyl-beta-delta-neuraminate
    • 5-N-Acetyl-b-D-neuraminic acid
    • MSK9018
    • 5-N-Acetyl-delta-neuraminic acid
    • N-Acetyl-beta-delta-neuraminic acid
    • N-(-)-ACETYLNEURAMINIC ACID
    • BDBM50063302
    • EBC-47165
    • N-Acetyl-D-neuraminic acid dihydrate
    • s4792
    • 5-N-Acetyl-beta-delta-neuraminic acid
    • AKOS016004587
    • N-Acetylneuraminic Acid (Sialic Acid)
    • CCG-267571
    • DB04265
    • MA00746
    • MA15642
    • N-ACETYL-.BETA.-NEURAMINIC ACID
    • AC-24185
    • AS-13907
    • MA167834
    • MA182016
    • SMR000857174
    • SY012200
    • .BETA.-NEURAMINIC ACID, N-ACETYL-
    • N-ACETYL-.BETA.-D-NEURAMINIC ACID
    • N-Acetylneuraminic acid, analytical standard
    • N-Acetylneuraminic acid, synthetic, >=95%
    • A1105
    • NS00069207
    • (-)-N-ACETYL-.BETA.-NEURAMINIC ACID
    • C19910
    • EN300-174088
    • N-ACETYL-.BETA.-NEURAMINIC ACID, (-)-
    • 131A486
    • N-Acetyl-D-[1,2,3-(1)(3)C3]neuraminic acid
    • BRD-K36262466-001-06-3
    • N-Acetylneuraminic acid, cell culture tested, >=95%
    • Q27120624
    • N-Acetylneuraminic acid, from Escherichia coli, >=98%
    • Z1741971506
    • 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-Nonulosonate
    • 028D6D24-32A0-45ED-857E-4138653435FB
    • 5-(acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-Nonulosonate
    • 5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-Nonulosonate
    • 5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-Nonulosonic acid
    • b-5-acetamido-3,5-dideoxy-D-glycero-D-galacto-Nonulopyranosonate
    • 5-(acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2-Nonulopyranosonate
    • 5-(acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2-Nonulopyranosonic acid
    • 5-(acetylamino)-3,5-dideoxy-delta-glycero-delta-galacto-2-Nonulosonate
    • 5-(acetylamino)-3,5-dideoxy-delta-glycero-delta-galacto-2-Nonulosonic acid
    • b-5-acetamido-3,5-dideoxy-D-glycero-D-galacto-Nonulopyranosonic acid
    • beta-5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-Nonulopyranosonate
    • 5-(acetylamino)-3,5-dideoxy-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
    • 5-(acetylamino)-3,5-dideoxy-delta-glycero-beta-delta-galacto-2-Nonulopyranosonate
    • 5-(acetylamino)-3,5-dideoxy-delta-glycero-beta-delta-galacto-2-Nonulopyranosonic acid
    • 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyr anosonic acid dihydrate
    • beta-5-acetamido-3,5-dideoxy-delta-glycero-delta-galacto-Nonulopyranosonic acid
    • 131-48-6

  • Applications

    N-acetyl-beta-neuraminic acid, CAS 19342-33-7, is used as a building block and substrate in glycoengineering and glycoprotein production, enabling the synthesis of sialoglycoconjugates and sialylated glycans in pharmaceutical and biotech workflows. It also serves as a precursor for the synthesis of sialoglycoconjugates and related glycomimetics with applications in research and potential diagnostic development. In biochemical and enzymology work, the compound is employed as a substrate for sialyltransferases and as a feedstock for polysialic acid production, supporting biomaterials and tissue engineering applications. Additionally, N-acetyl-beta-neuraminic acid is used as an analytical standard/reagent for quantifying sialic acids and glycoconjugates in analytical chemistry. Overall, its primary utility lies in pharmaceutical and biotech contexts as an intermediate and building block for complex carbohydrate synthesis and materials based on polysialic acid.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.07
    methanol 19.03
    isopropanol 1.07
    water 326.04
    ethyl acetate 0.55
    n-propanol 1.38
    acetone 1.9
    n-butanol 0.75
    acetonitrile 0.47
    DMF 161.18
    toluene 0.39
    isobutanol 0.64
    1,4-dioxane 5.38
    methyl acetate 0.58
    THF 4.59
    2-butanone 0.79
    n-pentanol 0.54
    sec-butanol 0.84
    n-hexane 0.13
    ethylene glycol 67.99
    NMP 105.9
    cyclohexane 0.44
    DMSO 262.14
    n-butyl acetate 0.36
    n-octanol 0.49
    chloroform 0.1
    n-propyl acetate 0.3
    acetic acid 14.36
    dichloromethane 0.19
    cyclohexanone 2.78
    propylene glycol 22.38
    isopropyl acetate 0.42
    DMAc 78.71
    2-ethoxyethanol 14.63
    isopentanol 0.57
    n-heptane 0.31
    ethyl formate 1.47
    1,2-dichloroethane 0.29
    n-hexanol 0.77
    2-methoxyethanol 48.72
    isobutyl acetate 0.11
    tetrachloromethane 0.13
    n-pentyl acetate 0.29
    transcutol 7.68
    n-heptanol 0.75
    ethylbenzene 0.24
    MIBK 0.56
    2-propoxyethanol 7.63
    tert-butanol 1.63
    MTBE 0.37
    2-butoxyethanol 3.77
    propionic acid 2.73
    o-xylene 0.65
    formic acid 271.29
    diethyl ether 0.61
    m-xylene 0.39
    p-xylene 0.25
    chlorobenzene 0.08
    dimethyl carbonate 4.01
    n-octane 0.14
    formamide 168.13
    cyclopentanone 4.12
    2-pentanone 0.89
    anisole 0.53
    cyclopentyl methyl ether 2.17
    gamma-butyrolactone 6.74
    1-methoxy-2-propanol 18.05
    pyridine 1.65
    3-pentanone 0.9
    furfural 10.38
    n-dodecane 0.06
    diethylene glycol 30.39
    diisopropyl ether 0.21
    tert-amyl alcohol 1.31
    acetylacetone 2.68
    n-hexadecane 0.07
    acetophenone 0.94
    methyl propionate 1.68
    isopentyl acetate 0.27
    trichloroethylene 0.33
    n-nonanol 0.52
    cyclohexanol 1.96
    benzyl alcohol 1.15
    2-ethylhexanol 0.44
    isooctanol 0.45
    dipropyl ether 0.96
    1,2-dichlorobenzene 0.13
    ethyl lactate 2.04
    propylene carbonate 2.13
    n-methylformamide 44.34
    2-pentanol 0.58
    n-pentane 0.16
    1-propoxy-2-propanol 3.75
    1-methoxy-2-propyl acetate 1.68
    2-(2-methoxypropoxy) propanol 3.74
    mesitylene 0.32
    ε-caprolactone 2.57
    p-cymene 0.24
    epichlorohydrin 2.15
    1,1,1-trichloroethane 0.07
    2-aminoethanol 32.31
    morpholine-4-carbaldehyde 58.78
    sulfolane 40.47
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 1.5
    n-hexyl acetate 0.36
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 5.03
    sec-butyl acetate 0.19
    tert-butyl acetate 0.6
    decalin 0.11
    glycerin 115.42
    diglyme 10.15
    acrylic acid 6.25
    isopropyl myristate 0.19
    n-butyric acid 1.63
    acetyl acetate 0.56
    di(2-ethylhexyl) phthalate 0.4
    ethyl propionate 0.48
    nitromethane 15.13
    1,2-diethoxyethane 0.93
    benzonitrile 0.32
    trioctyl phosphate 0.39
    1-bromopropane 0.11
    gamma-valerolactone 17.79
    n-decanol 0.42
    triethyl phosphate 0.68
    4-methyl-2-pentanol 0.35
    propionitrile 0.34
    vinylene carbonate 2.11
    1,1,2-trichlorotrifluoroethane 15.31
    DMS 0.77
    cumene 0.18
    2-octanol 0.37
    2-hexanone 0.38
    octyl acetate 0.31
    limonene 0.41
    1,2-dimethoxyethane 10.23
    ethyl orthosilicate 0.6
    tributyl phosphate 0.32
    diacetone alcohol 4.07
    N,N-dimethylaniline 1.07
    acrylonitrile 0.91
    aniline 1.1
    1,3-propanediol 17.77
    bromobenzene 0.06
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 0.49
    2-methyl-cyclohexyl acetate 0.47
    tetrabutyl urea 1.02
    diisobutyl methanol 0.33
    2-phenylethanol 0.9
    styrene 0.18
    dioctyl adipate 0.41
    dimethyl sulfate 15.83
    ethyl butyrate 0.5
    methyl lactate 11.31
    butyl lactate 0.99
    diethyl carbonate 0.34
    propanediol butyl ether 4.19
    triethyl orthoformate 0.75
    p-tert-butyltoluene 0.25
    methyl 4-tert-butylbenzoate 1.6
    morpholine 8.52
    tert-butylamine 0.57
    n-dodecanol 0.33
    dimethoxymethane 21.38
    ethylene carbonate 1.47
    cyrene 11.59
    2-ethoxyethyl acetate 0.66
    2-ethylhexyl acetate 0.22
    1,2,4-trichlorobenzene 0.19
    4-methylpyridine 1.12
    dibutyl ether 0.29
    2,6-dimethyl-4-heptanol 0.33
    DEF 7.37
    dimethyl isosorbide 6.32
    tetrachloroethylene 0.65
    eugenol 2.18
    triacetin 0.94
    span 80 2.86
    1,4-butanediol 6.91
    1,1-dichloroethane 0.07
    2-methyl-1-pentanol 0.42
    methyl formate 22.59
    2-methyl-1-butanol 0.65
    n-decane 0.11
    butyronitrile 0.25
    3,7-dimethyl-1-octanol 0.27
    1-chlorooctane 0.15
    1-chlorotetradecane 0.07
    n-nonane 0.12
    undecane 0.08
    tert-butylcyclohexane 0.05
    cyclooctane 0.25
    cyclopentanol 2.38
    tetrahydropyran 1.37
    tert-amyl methyl ether 0.64
    2,5,8-trioxanonane 8.83
    1-hexene 0.16
    2-isopropoxyethanol 4.0
    2,2,2-trifluoroethanol 13.64
    methyl butyrate 0.71

    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