Rebaudioside A

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  • Identifiers

    CAS number
    58543-16-1

    Molecular formula
    C44H70O23

    SMILES
    C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 68.54%
    Sweet 31.04%
    Woody 24.93%
    Cooling 23.46%
    Spicy 20.38%
    Clean 17.75%
    Mint 17.16%
    Warm 17.13%
    Balsamic 16.61%
    Milky 16.41%

     

    Flavor
    Bitter 58.13%
    Sweet 41.03%
    Odorless 37.5%
    Fatty 35.38%
    Sweet-like 30.34%
    Bland 25.43%
    Cauliflower 21.38%
    Alkaline 21.08%
    Cedarleaf 21.06%
    Very slight 20.76%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -2.8

    pKa est.
    2.9 (strong acid)

    Molecular weight
    967.0 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    4351°C

    Melting point expt.

    • 242 - 244 °C

    Flash point

    • 219.3 ˚C est.

  • Synonyms

    • Rebaudioside A
    • 58543-16-1
    • Stevioside A3
    • Rebaudioside-A
    • Truvia
    • Rebiana
    • Rebaudiana a
    • Sweetener 4G-S
    • Reb-A
    • Sooolite!-Pure
    • DTXSID8047898
    • Glycoside X
    • Reb-A 97
    • B3FUD0528F
    • INS NO.960A
    • INS-960A
    • 19-O-beta-glucopyranosyl-13-O-(beta-glucopyranosyl(1-2)-beta-glucopyranosyl(1-3))-beta-glucopyranosyl-13-hydroxykaur-16-en-19-oic acid
    • FEMA NO. 4601
    • CHEBI:145012
    • DTXCID50819922
    • E-960A
    • 19-O-beta-glucopyranosyl-13-O-(beta-glucopyranosyl(1-2)-beta-glucopyranosyl(1-3))-beta-glucopyranosylsteviol
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
    • ((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl) (1R,4S,5R,9S,10R,13S)-13-((2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)oxan-2-yl)oxy-5,9-dimethyl-14-methylidenetetracyclo(11.2.1.01,10.04,9)hexadecane-5-carboxylate
    • RefChem:47593
    • REBAUDIOSIDEA
    • MFCD02183463
    • Stevia
    • C44H70O23
    • 1-O-(13alpha-{[beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-glucopyranosyl]oxy}-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl)-beta-D-glucopyranose
    • Reb A
    • Pure Via
    • Chrysanta AR-P
    • HELXLJCILKEWJH-NCGAPWICSA-N
    • Rebaudioside A (Standard)
    • REBAUDIOSIDE A [MI]
    • UNII-B3FUD0528F
    • REBAUDIOSIDE A [FCC]
    • 92332-31-5
    • CCRIS 6119
    • orb1304395
    • 522 - Stevia (Soft Drink)
    • REBAUDIOSIDE A [USP-RS]
    • SCHEMBL19769999
    • HY-N0466R
    • SG 95RA50
    • RA 95
    • HY-N0466
    • MSK40200
    • Rebaudioside A, >=96% (HPLC)
    • Tox21_200565
    • s3796
    • Glycoside A3, from Stevia rebaudiana
    • AKOS037748820
    • CCG-270597
    • CS-5793
    • DB15136
    • EBC-102142
    • OR44890
    • OS45158
    • NCGC00258119-01
    • (4a)-13-[(2-O-b-D-Glucopyranosyl-3-O-b-D-glucopyranosyl-b-D-glucopyranosyl)-oxy]kaur-6-en-8-oic acid b-D-glucopyranosyl ester
    • AS-18742
    • DA-77374
    • SY076318
    • CAS-58543-16-1
    • Rebaudioside A, analytical reference material
    • AN-604/21218002
    • Q63408635
    • Rebaudioside A, United States Pharmacopeia (USP) Reference Standard
    • (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate
    • (4.ALPHA.)-13-((O-.BETA.-D-GLUCOPYRANOSYL-(1->2)-O-(.BETA.-D-GLUCOPYRANOSYL-(1->3))-.BETA.-D-GLUCOPYRANOSYL)OXY)KAUR-16-EN-18-OIC ACID .BETA.-D-GLUCOPYRANOSYL ESTER
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl](1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
    • [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy]tetrahydropyran-2-yl]oxy-5,9-dimethyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
    • 1-O-({13-[(2,3-di-O-hexopyranosylhexopyranosyl)oxy]-5,9-dimethyl-14-methylenetetracyclo[11.2.1.0~1,10~.0~4,9~]hexadec-5-yl}carbonyl)hexopyranose
    • 13-[(2-O-beta-D-glucopyranosyl-3-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-ent-kaur-16-en-19-oic acid beta-D-glucopyranosyl ester
    • 58543-16-1

  • Applications

    Rebaudioside A (CAS 58543-16-1) is a high-intensity steviol glycoside primarily used as a sugar substitute in food and beverage formulations; in practice it is employed in beverages (soft drinks, ready-to-drink products) to reduce sugar while preserving sweetness; it is widely used in dairy products and confectionery such as ice cream, yogurt, candy and desserts; it is also applicable in baked goods and pastries where sugar reduction is desired; in pharmaceuticals and nutraceuticals it functions as a palatability enhancer and taste-masking agent in syrups, oral suspensions, chewable tablets and dietary supplements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.5
    methanol 36.0
    isopropanol 1.26
    water 0.54
    ethyl acetate 4.27
    n-propanol 2.31
    acetone 5.68
    n-butanol 1.19
    acetonitrile 2.58
    DMF 71.19
    toluene 0.76
    isobutanol 0.8
    1,4-dioxane 10.89
    methyl acetate 4.86
    THF 22.08
    2-butanone 3.84
    n-pentanol 0.68
    sec-butanol 0.87
    n-hexane 0.02
    ethylene glycol 11.46
    NMP 87.34
    cyclohexane 0.06
    DMSO 76.96
    n-butyl acetate 1.27
    n-octanol 0.76
    chloroform 4.98
    n-propyl acetate 1.48
    acetic acid 61.35
    dichloromethane 5.59
    cyclohexanone 5.41
    propylene glycol 8.63
    isopropyl acetate 2.1
    DMAc 58.46
    2-ethoxyethanol 11.5
    isopentanol 0.57
    n-heptane 0.05
    ethyl formate 5.02
    1,2-dichloroethane 2.59
    n-hexanol 0.59
    2-methoxyethanol 37.36
    isobutyl acetate 0.6
    tetrachloromethane 0.63
    n-pentyl acetate 2.0
    transcutol 17.36
    n-heptanol 0.96
    ethylbenzene 0.22
    MIBK 1.17
    2-propoxyethanol 10.46
    tert-butanol 0.73
    MTBE 0.63
    2-butoxyethanol 7.46
    propionic acid 7.22
    o-xylene 0.51
    formic acid 102.93
    diethyl ether 1.27
    m-xylene 0.48
    p-xylene 0.24
    chlorobenzene 0.83
    dimethyl carbonate 12.93
    n-octane 0.03
    formamide 67.88
    cyclopentanone 15.12
    2-pentanone 2.85
    anisole 1.31
    cyclopentyl methyl ether 3.47
    gamma-butyrolactone 29.99
    1-methoxy-2-propanol 17.55
    pyridine 7.5
    3-pentanone 2.43
    furfural 34.12
    n-dodecane 0.02
    diethylene glycol 16.95
    diisopropyl ether 0.22
    tert-amyl alcohol 0.64
    acetylacetone 10.39
    n-hexadecane 0.02
    acetophenone 2.34
    methyl propionate 6.88
    isopentyl acetate 0.88
    trichloroethylene 8.9
    n-nonanol 0.8
    cyclohexanol 0.92
    benzyl alcohol 2.09
    2-ethylhexanol 0.29
    isooctanol 0.54
    dipropyl ether 0.83
    1,2-dichlorobenzene 0.98
    ethyl lactate 3.64
    propylene carbonate 11.57
    n-methylformamide 36.91
    2-pentanol 0.52
    n-pentane 0.04
    1-propoxy-2-propanol 5.18
    1-methoxy-2-propyl acetate 5.84
    2-(2-methoxypropoxy) propanol 4.78
    mesitylene 0.25
    ε-caprolactone 7.84
    p-cymene 0.22
    epichlorohydrin 19.52
    1,1,1-trichloroethane 1.28
    2-aminoethanol 10.86
    morpholine-4-carbaldehyde 65.87
    sulfolane 64.89
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 4.03
    n-hexyl acetate 1.91
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 7.21
    sec-butyl acetate 0.77
    tert-butyl acetate 1.83
    decalin 0.03
    glycerin 32.77
    diglyme 16.8
    acrylic acid 17.85
    isopropyl myristate 0.42
    n-butyric acid 6.7
    acetyl acetate 6.01
    di(2-ethylhexyl) phthalate 0.9
    ethyl propionate 1.72
    nitromethane 76.17
    1,2-diethoxyethane 2.38
    benzonitrile 1.45
    trioctyl phosphate 0.67
    1-bromopropane 0.54
    gamma-valerolactone 48.32
    n-decanol 0.45
    triethyl phosphate 1.09
    4-methyl-2-pentanol 0.28
    propionitrile 1.37
    vinylene carbonate 13.91
    1,1,2-trichlorotrifluoroethane 45.89
    DMS 3.84
    cumene 0.14
    2-octanol 0.44
    2-hexanone 1.08
    octyl acetate 0.89
    limonene 0.3
    1,2-dimethoxyethane 11.14
    ethyl orthosilicate 0.88
    tributyl phosphate 0.59
    diacetone alcohol 5.16
    N,N-dimethylaniline 1.1
    acrylonitrile 4.07
    aniline 1.92
    1,3-propanediol 9.64
    bromobenzene 0.69
    dibromomethane 1.9
    1,1,2,2-tetrachloroethane 5.54
    2-methyl-cyclohexyl acetate 1.01
    tetrabutyl urea 1.09
    diisobutyl methanol 0.2
    2-phenylethanol 1.63
    styrene 0.3
    dioctyl adipate 1.09
    dimethyl sulfate 33.6
    ethyl butyrate 1.37
    methyl lactate 18.73
    butyl lactate 3.2
    diethyl carbonate 1.01
    propanediol butyl ether 7.51
    triethyl orthoformate 1.47
    p-tert-butyltoluene 0.22
    methyl 4-tert-butylbenzoate 4.23
    morpholine 14.27
    tert-butylamine 0.2
    n-dodecanol 0.26
    dimethoxymethane 30.16
    ethylene carbonate 7.62
    cyrene 11.72
    2-ethoxyethyl acetate 6.01
    2-ethylhexyl acetate 0.67
    1,2,4-trichlorobenzene 1.66
    4-methylpyridine 3.76
    dibutyl ether 0.4
    2,6-dimethyl-4-heptanol 0.2
    DEF 8.01
    dimethyl isosorbide 9.86
    tetrachloroethylene 4.37
    eugenol 4.22
    triacetin 6.0
    span 80 4.89
    1,4-butanediol 2.78
    1,1-dichloroethane 1.3
    2-methyl-1-pentanol 0.37
    methyl formate 31.84
    2-methyl-1-butanol 0.63
    n-decane 0.05
    butyronitrile 0.87
    3,7-dimethyl-1-octanol 0.39
    1-chlorooctane 0.23
    1-chlorotetradecane 0.07
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.02
    cyclooctane 0.04
    cyclopentanol 2.12
    tetrahydropyran 2.78
    tert-amyl methyl ether 0.73
    2,5,8-trioxanonane 10.0
    1-hexene 0.08
    2-isopropoxyethanol 3.93
    2,2,2-trifluoroethanol 26.9
    methyl butyrate 2.19

    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