Bacitracin A

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  • Identifiers

    CAS number
    22601-59-8

    Molecular formula
    C66H103N17O16S

    SMILES
    CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCCCC[C@@H](C(=O)N[C@@H](C(=O)N1)CCCN)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CSC(=N2)[C@H]([C@@H](C)CC)N)CC(=O)N)CC(=O)O)CC3=CN=CN3)CC4=CC=CC=C4

  • Odor profile

    Fragrance
    Odorless 71.61%
    Savory 34.72%
    Cooling 28.9%
    Meaty 26.84%
    Roasted 23.84%
    Popcorn 20.6%
    Cooked 20.53%
    Fishy 18.6%
    Nutty 17.9%
    Milky 15.12%

     

    Flavor
    Bitter 80.32%
    Odorless 39.65%
    Bland 28.32%
    Sweet-like 20.72%
    Cedarleaf 19.95%
    Nitrile 19.89%
    Mild 19.11%
    Lovage 18.51%
    Taco 18.3%
    Heather 18.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.1

    pKa est.
    6.31 (neutral)

    Molecular weight
    1422.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    4798°C

    Melting point expt.

    • 221 - 225 °C

    Flash point

    • 358.26 ˚C est.

    Solubility expt.

    • 2.45e-02 g/L

  • Synonyms

    • Bacitracin A
    • Bacitracin A2a
    • Solu-Tracin 50
    • Baciguent
    • Fortracin
    • 22601-59-8
    • Bacitracina
    • Bacitracine
    • Bacitracinum
    • Parentracin
    • Penitracin
    • Topitracin
    • Zutracin
    • Baciim
    • CHEBI:35862
    • UNII-DDA3RRX0P7
    • Baci-rx
    • DDA3RRX0P7
    • EINECS 245-115-9
    • NSC 45737
    • Altracin
    • Bacitracin A1
    • NSC-45737
    • E700
    • Bacitracin F, 1-(N-((2-(1-amino-2-methylbutyl)-4,5-dihydro-4-thiazolyl)carbonyl)-L-leucine)-
    • Ayfivin
    • Bacitracin A (Technical Grade)
    • DTXSID00858765
    • Baciliquin
    • Bacilliquin
    • Mycitracin
    • Topitrasin
    • Tropitracin
    • Septa
    • Spectrocin Plus
    • Bacitek ointment
    • Bacitracin powder
    • Ak-Tracin
    • Baci-Jel
    • NSC-755905
    • Baciferm 50
    • Bacitracin A1; 1-[N-[[2-(1-amino-2-methylbutyl)-4,5-dihydro-4-thiazolyl]carbonyl]-L-leucine]-Bacitracin F; 1,4,7,10,13,16,19-Heptaazacyclopentacosane, cyclic peptide deriv.; Bacitracin A2a; NSC 45737
    • Bacitracin, sterile
    • N-(((4R)-2-((1S,2S)-1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazol-4-yl)carbonyl)-L-leucyl-D-alpha-glutamyl-N-((3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-((2S)-butan-2-yl)-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl)-L-isoleucinamide
    • N-({(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazol-4-yl}carbonyl)-L-leucyl-D-alpha-glutamyl-N-[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]-L-isoleucinamide
    • Bacitracine [French]
    • Bacitracinum [Latin]
    • Albac 50
    • Bacitracina [Spanish]
    • Bactine Triple Antibiotic
    • Bacitracin(non-injectable)
    • USAF CB-7
    • UNII-58H6RWO52I
    • Mycitracin Plus Pain Reliever
    • 58H6RWO52I
    • CHEMBL1200558
    • DTXCID6025355
    • SCHEMBL20385900
    • GTPL12812
    • HSDB 6418
    • Bacitracin [USP:INN:BAN:JAN]
    • EINECS 215-786-2
    • BDBM50458054
    • DB00626
    • HY-W587753
    • NSC 755905
    • AI3-50147-X
    • 85800-09-5
    • Campho-Phenique Triple Plus Pain Reliever
    • CS-0643893
    • Q424319
    • Mycitracin Triple Antibiotic First Aid Ointment Maximum Strength
    • 245-115-9
    • L-ASPARAGINE, N-(((4R)-2-((1S,2S)-1-AMINO-2-METHYLBUTYL)-4,5-DIHYDRO-4-THIAZOLYL)CARBONYL)-L-LEUCYL-D-.ALPHA.-GLUTAMYL-L-ISOLEUCYL-L-LYSYL-D-ORNITHYL-L-ISOLEUCYL-D-PHENYLALANYL-L-HISTIDYL-D-.ALPHA.-ASPARTYL-, (10->4)-LACTAM
    • L-ASPARAGINE, N-(((4R)-2-((1S,2S)-1-AMINO-2-METHYLBUTYL)-4,5-DIHYDRO-4-THIAZOLYL)CARBONYL)-L-LEUCYL-D-alpha-GLUTAMYL-L-ISOLEUCYL-L-LYSYL-D-ORNITHYL-L-ISOLEUCYL-D-PHENYLALANYL-L-HISTIDYL-D-alpha-ASPARTYL-, (10->4)-LACTAM

  • Applications

    Bacitracin A (CAS 22601-59-8) is a peptide antibiotic used primarily in topical pharmaceutical formulations. It serves as the active ingredient in topical products for skin infections and wound care in humans, and it is also formulated as ophthalmic ointments for eye infections. In veterinary medicine, bacitracin A is employed topically to treat superficial infections in animals. In laboratory and research settings, it functions as an antimicrobial agent for microbiology work and for selective inhibition in certain assays. Its use and concentration are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.73
    methanol 22.94
    isopropanol 4.27
    water 1.19
    ethyl acetate 2.89
    n-propanol 5.3
    acetone 9.62
    n-butanol 2.9
    acetonitrile 2.73
    DMF 68.58
    toluene 0.59
    isobutanol 2.33
    1,4-dioxane 9.05
    methyl acetate 5.61
    THF 16.9
    2-butanone 7.61
    n-pentanol 2.27
    sec-butanol 2.98
    n-hexane 0.11
    ethylene glycol 14.18
    NMP 107.91
    cyclohexane 0.1
    DMSO 55.05
    n-butyl acetate 1.76
    n-octanol 1.01
    chloroform 3.06
    n-propyl acetate 2.33
    acetic acid 59.84
    dichloromethane 2.83
    cyclohexanone 9.74
    propylene glycol 21.17
    isopropyl acetate 1.6
    DMAc 91.05
    2-ethoxyethanol 18.78
    isopentanol 1.48
    n-heptane 0.09
    ethyl formate 5.46
    1,2-dichloroethane 2.02
    n-hexanol 1.24
    2-methoxyethanol 39.52
    isobutyl acetate 0.98
    tetrachloromethane 0.62
    n-pentyl acetate 2.14
    transcutol 25.79
    n-heptanol 1.44
    ethylbenzene 0.3
    MIBK 1.36
    2-propoxyethanol 12.74
    tert-butanol 2.26
    MTBE 1.09
    2-butoxyethanol 10.98
    propionic acid 12.69
    o-xylene 0.45
    formic acid 75.21
    diethyl ether 1.48
    m-xylene 0.3
    p-xylene 0.53
    chlorobenzene 0.69
    dimethyl carbonate 7.38
    n-octane 0.06
    formamide 52.87
    cyclopentanone 20.25
    2-pentanone 4.14
    anisole 1.3
    cyclopentyl methyl ether 2.89
    gamma-butyrolactone 27.29
    1-methoxy-2-propanol 22.29
    pyridine 7.71
    3-pentanone 3.59
    furfural 28.4
    n-dodecane 0.03
    diethylene glycol 20.95
    diisopropyl ether 0.24
    tert-amyl alcohol 2.17
    acetylacetone 7.35
    n-hexadecane 0.04
    acetophenone 2.71
    methyl propionate 5.48
    isopentyl acetate 1.2
    trichloroethylene 5.02
    n-nonanol 1.05
    cyclohexanol 1.92
    benzyl alcohol 2.83
    2-ethylhexanol 0.51
    isooctanol 0.78
    dipropyl ether 1.01
    1,2-dichlorobenzene 0.67
    ethyl lactate 4.87
    propylene carbonate 9.39
    n-methylformamide 30.92
    2-pentanol 1.45
    n-pentane 0.1
    1-propoxy-2-propanol 7.18
    1-methoxy-2-propyl acetate 4.03
    2-(2-methoxypropoxy) propanol 7.16
    mesitylene 0.16
    ε-caprolactone 10.9
    p-cymene 0.17
    epichlorohydrin 13.69
    1,1,1-trichloroethane 1.08
    2-aminoethanol 16.55
    morpholine-4-carbaldehyde 64.48
    sulfolane 56.77
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 4.93
    n-hexyl acetate 1.98
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 12.3
    sec-butyl acetate 1.24
    tert-butyl acetate 1.31
    decalin 0.05
    glycerin 57.18
    diglyme 19.5
    acrylic acid 21.21
    isopropyl myristate 0.5
    n-butyric acid 8.53
    acetyl acetate 2.54
    di(2-ethylhexyl) phthalate 1.24
    ethyl propionate 2.3
    nitromethane 45.69
    1,2-diethoxyethane 2.97
    benzonitrile 1.46
    trioctyl phosphate 0.87
    1-bromopropane 0.72
    gamma-valerolactone 57.1
    n-decanol 0.71
    triethyl phosphate 1.07
    4-methyl-2-pentanol 0.52
    propionitrile 1.9
    vinylene carbonate 8.76
    1,1,2-trichlorotrifluoroethane 39.43
    DMS 3.01
    cumene 0.19
    2-octanol 0.77
    2-hexanone 3.01
    octyl acetate 1.09
    limonene 0.26
    1,2-dimethoxyethane 15.9
    ethyl orthosilicate 0.94
    tributyl phosphate 0.95
    diacetone alcohol 5.7
    N,N-dimethylaniline 1.25
    acrylonitrile 3.99
    aniline 2.09
    1,3-propanediol 17.4
    bromobenzene 0.47
    dibromomethane 1.33
    1,1,2,2-tetrachloroethane 5.03
    2-methyl-cyclohexyl acetate 1.2
    tetrabutyl urea 2.33
    diisobutyl methanol 0.24
    2-phenylethanol 1.75
    styrene 0.36
    dioctyl adipate 1.23
    dimethyl sulfate 18.74
    ethyl butyrate 1.52
    methyl lactate 16.07
    butyl lactate 4.86
    diethyl carbonate 1.0
    propanediol butyl ether 15.24
    triethyl orthoformate 1.62
    p-tert-butyltoluene 0.16
    methyl 4-tert-butylbenzoate 3.54
    morpholine 15.15
    tert-butylamine 0.64
    n-dodecanol 0.46
    dimethoxymethane 17.68
    ethylene carbonate 5.75
    cyrene 15.28
    2-ethoxyethyl acetate 4.64
    2-ethylhexyl acetate 0.88
    1,2,4-trichlorobenzene 1.29
    4-methylpyridine 4.54
    dibutyl ether 0.71
    2,6-dimethyl-4-heptanol 0.24
    DEF 9.22
    dimethyl isosorbide 7.97
    tetrachloroethylene 3.68
    eugenol 4.7
    triacetin 4.72
    span 80 6.58
    1,4-butanediol 7.73
    1,1-dichloroethane 1.33
    2-methyl-1-pentanol 1.32
    methyl formate 21.91
    2-methyl-1-butanol 1.8
    n-decane 0.07
    butyronitrile 1.5
    3,7-dimethyl-1-octanol 0.46
    1-chlorooctane 0.26
    1-chlorotetradecane 0.09
    n-nonane 0.07
    undecane 0.05
    tert-butylcyclohexane 0.03
    cyclooctane 0.04
    cyclopentanol 4.7
    tetrahydropyran 3.35
    tert-amyl methyl ether 1.13
    2,5,8-trioxanonane 11.51
    1-hexene 0.38
    2-isopropoxyethanol 7.98
    2,2,2-trifluoroethanol 25.77
    methyl butyrate 3.62

    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