Penicillin V

Overview IFRA Request a quote

  • Identifiers

    CAS number
    87-08-1

    Molecular formula
    C16H18N2O5S

    SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C

    Safety labels

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 63.01%
    Savory 29.97%
    Meaty 29.08%
    Roasted 25.93%
    Cooked 24.9%
    Cooling 21.19%
    Nutty 19.45%
    Milky 18.25%
    Bitter 17.72%
    Popcorn 16.98%

     

    Flavor
    Bitter 80.61%
    Odorless 36.13%
    Bland 25.66%
    Sweet-like 20.41%
    Very mild 20.19%
    Cedarleaf 18.96%
    Nitrile 18.69%
    Heather 18.29%
    Taco 18.21%
    Orange flower 18.16%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    4.9 (weak acid)

    Molecular weight
    350.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    639°C

    Melting point expt.

    • 248 to 262 °F (Decomposes) (NTP, 1992)
    • 120 - 128 °C

    Flash point

    • 263.79 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 55 °F (NTP, 1992)
    • <0.1 g/100mL
    • In water at pH 1.8 (acidified with hydrochloric acid)= 24 mg/100 ml; soluble in polar organic solvents; practically insol in vegetable oils and in liquid petrolatum.
    • Sol in alcohol and acetone; insoluble in fixed oils
    • 4.54e-01 g/L

  • Synonyms

    • penicillin v
    • Phenoxymethylpenicillin
    • 87-08-1
    • Penicillin phenoxymethyl
    • Oracillin
    • Phenopenicillin
    • Phenomycilline
    • V-Cillin
    • Vebecillin
    • Fenospen
    • Distaquaine V
    • Phenoxymethyl penicillin
    • Meropenin
    • Fenoximetilpenicilina
    • Calcipen
    • Fenacilin
    • Phenocillin
    • Phenoxymethylenepenicillinic acid
    • Stabicillin
    • Apopen
    • Oratren
    • Rocilin
    • Ospen
    • Phenoxymethylpenicilline
    • Compocillin V
    • Eskacillian V
    • Beromycin
    • Eskacillin V
    • Phenoximethylpenicillinum
    • Phenoxymethylpenicillinum
    • Crystapen V
    • Pen-V
    • V-Tablopen
    • Acipen V
    • Pen-Oral
    • phenoxymethylpenicillinic acid
    • V-Cylina
    • V-Cyline
    • V-Cil
    • P-Mega-Tablinen
    • 6-Phenoxyacetamidopenicillanic acid
    • phenoxomethylpenicillin
    • Fenossimetilpenicillina
    • Pen-vee
    • Fenossimetilpenicillina [DCIT]
    • Fenoximetilpenicilina [INN-Spanish]
    • CCRIS 752
    • CHEBI:27446
    • HSDB 6314
    • (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    • EINECS 201-722-0
    • Phenoxymethylpenicilline [INN-French]
    • Phenoxymethylpenicillinum [INN-Latin]
    • UNII-Z61I075U2W
    • BRN 0096259
    • PC Pen VK
    • Z61I075U2W
    • (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    • Penicillanic acid, 6-phenoxyacetamido-
    • Penicillin V [USAN:USP]
    • Phenoxymethylpenicillin (INN)
    • Phenoxymethylpenicillin [INN]
    • 3,3-Dimethyl-7-oxo-6-((phenyloxyacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
    • (2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-(2-PHENOXYACETAMIDO)-4-THIA-1- AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
    • (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
    • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-
    • PNV
    • DTXSID3023429
    • acipen-v
    • 4-27-00-05884 (Beilstein Handbook Reference)
    • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-
    • (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    • PV
    • Fenoxymethylpenicillin
    • Penicillin V [USAN]
    • Penicillin, Phenoxymethyl
    • Penicillin V (USAN:USP)
    • Oracilline
    • Orocillin
    • PENICILLIN V (USP-RS)
    • PENICILLIN V [USP-RS]
    • Phenoxymethylpenicillin 100 microg/mL in Acetonitrile
    • Fenoximetilpenicilina (INN-Spanish)
    • 2,2-dimethyl-6beta-[(phenoxyacetyl)amino]penam-3alpha-carboxylic acid
    • PENICILLIN V (USP MONOGRAPH)
    • PENICILLIN V [USP MONOGRAPH]
    • Phenoxymethylpenicilline (INN-French)
    • Phenoxymethylpenicillinum (INN-Latin)
    • 3,3-dimethyl-6beta-[(phenoxyacetyl)amino]penam-2alpha-carboxylic acid (PIN)
    • PHENOXYMETHYLPENICILLIN (MART.)
    • PHENOXYMETHYLPENICILLIN [MART.]
    • (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(phenyloxy)acetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S,5R,6R)-
    • PEN V
    • PHENOXYMETHYLPENICILLIN (EP MONOGRAPH)
    • PHENOXYMETHYLPENICILLIN [EP MONOGRAPH]
    • V-Cillin (TN)
    • Penicillin V (USP)
    • phenoxomethylpenicillanyl
    • phenoxymethylpenicillanyl
    • Penicillin-V
    • 2,2-dimethyl-6beta-((phenoxyacetyl)amino)penam-3alpha-carboxylic acid
    • 3,3-dimethyl-6beta-((phenoxyacetyl)amino)penam-2alpha-carboxylic acid (PIN)
    • (2S,5R,6R)-3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
    • PHENOSPEN
    • penicillin-v-potassium
    • Spectrum_001007
    • PEN-VEE-ORAL
    • Spectrum2_000495
    • Spectrum3_000543
    • Spectrum4_000472
    • Spectrum5_001409
    • CHEMBL615
    • Epitope ID:115011
    • Epitope ID:116056
    • PENICILLIN V [MI]
    • PENICILLIN V [HSDB]
    • SCHEMBL49223
    • BSPBio_002185
    • KBioGR_000944
    • KBioSS_001487
    • MLS001304105
    • DivK1c_000779
    • SPBio_000389
    • DTXCID303429
    • SCHEMBL22099709
    • CHEBI:53706
    • GTPL10920

  • Applications

    Penicillin V (CAS 87-08-1) is principally used in the pharmaceutical sector as an active pharmaceutical ingredient (API) for oral antibiotics; in manufacturing it serves as the basis for dosage forms such as tablets and solutions and informs formulation development of beta-lactam antibiotics. It is commonly employed as an analytical reference standard and quality-control material in pharmaceutical and research laboratories. In research and development, Penicillin V is evaluated as a beta-lactam scaffold for medicinal chemistry and lead optimization. It also supports education and microbiology teaching and susceptibility testing in labs, and in certain markets may be prepared or compounded under local regulatory frameworks.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.51
    methanol 22.81
    isopropanol 5.39
    water 5.35
    ethyl acetate 7.19
    n-propanol 6.98
    acetone 13.04
    n-butanol 5.83
    acetonitrile 14.35
    DMF 116.25
    toluene 0.4
    isobutanol 3.49
    1,4-dioxane 9.81
    methyl acetate 7.73
    THF 25.95
    2-butanone 8.02
    n-pentanol 4.36
    sec-butanol 3.61
    n-hexane 0.05
    ethylene glycol 21.61
    NMP 44.01
    cyclohexane 0.08
    DMSO 84.87
    n-butyl acetate 4.17
    n-octanol 3.34
    chloroform 7.12
    n-propyl acetate 4.88
    acetic acid 36.85
    dichloromethane 7.38
    cyclohexanone 10.64
    propylene glycol 11.92
    isopropyl acetate 3.73
    DMAc 83.26
    2-ethoxyethanol 36.88
    isopentanol 4.53
    n-heptane 0.1
    ethyl formate 11.36
    1,2-dichloroethane 4.67
    n-hexanol 3.8
    2-methoxyethanol 74.83
    isobutyl acetate 2.86
    tetrachloromethane 0.72
    n-pentyl acetate 4.42
    transcutol 34.88
    n-heptanol 3.87
    ethylbenzene 0.42
    MIBK 5.31
    2-propoxyethanol 30.01
    tert-butanol 4.21
    MTBE 1.48
    2-butoxyethanol 18.19
    propionic acid 10.35
    o-xylene 0.43
    formic acid 92.09
    diethyl ether 2.68
    m-xylene 0.48
    p-xylene 0.59
    chlorobenzene 1.14
    dimethyl carbonate 10.99
    n-octane 0.08
    formamide 95.69
    cyclopentanone 19.26
    2-pentanone 8.31
    anisole 2.19
    cyclopentyl methyl ether 3.81
    gamma-butyrolactone 27.0
    1-methoxy-2-propanol 40.43
    pyridine 6.24
    3-pentanone 4.59
    furfural 29.21
    n-dodecane 0.11
    diethylene glycol 47.09
    diisopropyl ether 0.58
    tert-amyl alcohol 3.43
    acetylacetone 12.04
    n-hexadecane 0.12
    acetophenone 5.07
    methyl propionate 9.34
    isopentyl acetate 3.8
    trichloroethylene 10.77
    n-nonanol 3.33
    cyclohexanol 2.4
    benzyl alcohol 4.9
    2-ethylhexanol 2.03
    isooctanol 2.84
    dipropyl ether 1.92
    1,2-dichlorobenzene 1.82
    ethyl lactate 10.84
    propylene carbonate 12.94
    n-methylformamide 50.06
    2-pentanol 2.59
    n-pentane 0.06
    1-propoxy-2-propanol 15.28
    1-methoxy-2-propyl acetate 9.36
    2-(2-methoxypropoxy) propanol 14.71
    mesitylene 0.34
    ε-caprolactone 10.6
    p-cymene 0.68
    epichlorohydrin 27.1
    1,1,1-trichloroethane 2.21
    2-aminoethanol 21.52
    morpholine-4-carbaldehyde 47.79
    sulfolane 35.77
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 5.81
    n-hexyl acetate 5.06
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 19.6
    sec-butyl acetate 2.61
    tert-butyl acetate 3.51
    decalin 0.07
    glycerin 41.84
    diglyme 32.5
    acrylic acid 16.05
    isopropyl myristate 2.05
    n-butyric acid 11.72
    acetyl acetate 5.38
    di(2-ethylhexyl) phthalate 4.33
    ethyl propionate 4.75
    nitromethane 58.71
    1,2-diethoxyethane 5.98
    benzonitrile 5.26
    trioctyl phosphate 3.32
    1-bromopropane 1.4
    gamma-valerolactone 39.35
    n-decanol 2.38
    triethyl phosphate 3.77
    4-methyl-2-pentanol 2.04
    propionitrile 7.7
    vinylene carbonate 14.79
    1,1,2-trichlorotrifluoroethane 32.9
    DMS 5.55
    cumene 0.4
    2-octanol 2.21
    2-hexanone 4.96
    octyl acetate 3.28
    limonene 0.82
    1,2-dimethoxyethane 29.91
    ethyl orthosilicate 2.94
    tributyl phosphate 3.39
    diacetone alcohol 12.58
    N,N-dimethylaniline 2.02
    acrylonitrile 15.45
    aniline 1.93
    1,3-propanediol 27.46
    bromobenzene 0.78
    dibromomethane 3.28
    1,1,2,2-tetrachloroethane 7.73
    2-methyl-cyclohexyl acetate 3.81
    tetrabutyl urea 6.07
    diisobutyl methanol 1.35
    2-phenylethanol 5.82
    styrene 0.46
    dioctyl adipate 4.07
    dimethyl sulfate 19.64
    ethyl butyrate 4.05
    methyl lactate 19.36
    butyl lactate 8.14
    diethyl carbonate 3.57
    propanediol butyl ether 16.02
    triethyl orthoformate 3.64
    p-tert-butyltoluene 0.6
    methyl 4-tert-butylbenzoate 8.14
    morpholine 15.23
    tert-butylamine 1.19
    n-dodecanol 1.66
    dimethoxymethane 39.76
    ethylene carbonate 10.42
    cyrene 22.7
    2-ethoxyethyl acetate 8.16
    2-ethylhexyl acetate 2.61
    1,2,4-trichlorobenzene 2.56
    4-methylpyridine 4.51
    dibutyl ether 1.83
    2,6-dimethyl-4-heptanol 1.35
    DEF 13.99
    dimethyl isosorbide 22.0
    tetrachloroethylene 4.49
    eugenol 12.17
    triacetin 8.44
    span 80 10.22
    1,4-butanediol 13.4
    1,1-dichloroethane 2.69
    2-methyl-1-pentanol 3.45
    methyl formate 35.29
    2-methyl-1-butanol 3.72
    n-decane 0.18
    butyronitrile 6.61
    3,7-dimethyl-1-octanol 2.56
    1-chlorooctane 0.91
    1-chlorotetradecane 0.4
    n-nonane 0.14
    undecane 0.14
    tert-butylcyclohexane 0.06
    cyclooctane 0.05
    cyclopentanol 4.39
    tetrahydropyran 3.7
    tert-amyl methyl ether 1.75
    2,5,8-trioxanonane 24.42
    1-hexene 0.29
    2-isopropoxyethanol 16.07
    2,2,2-trifluoroethanol 23.59
    methyl butyrate 6.76

    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