Agropine

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    70699-77-3

    Molecular formula
    C11H20N2O7

    SMILES
    C1[C@@H](OC(=O)[C@@H](N1)CCC(=O)N)[C@H]([C@@H]([C@@H](CO)O)O)O

  • Odor profile

    Odorless 74.72%
    Sweet 38.71%
    Savory 29.56%
    Fishy 18.68%
    Cooling 17.87%
    Milky 17.22%
    Buttery 16.48%
    Meaty 16.13%
    Alcoholic 15.43%
    Caramellic 14.58%

    Scent© AI

  • Properties

    XLogP3-AA
    -3.7

    pKa est.
    5.74 (weak acid)

    Molecular weight
    292.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1641°C

    Flash point est.
    271.08 ˚C

  • Synonyms

    • agropine
    • 70699-77-3
    • 1H-Pyrrolo(2,1-c)(1,4)oxazine-1,6(7H)-dione, tetrahydro-3-(1,2,3,4-tetrahydroxybutyl)-
    • 3-[(3S,6R)-2-oxo-6-[(1S,2R,3R)-1,2,3,4-tetrahydroxybutyl]morpholin-3-yl]propanamide
    • (1'-Deoxy-D-mannitol-1'-yl)-L-glutamine,1',2'-lactone
    • D-Mannitol, 1-((4-amino-1-carboxy-4-oxobutyl)amino)-1-deoxy-, intermol. 1,2-ester, (S)-
    • 3-((3S,6R)-2-oxo-6-((1S,2R,3R)-1,2,3,4-tetrahydroxybutyl)morpholin-3-yl)propanamide
    • DTXSID70990949
    • 3-[2-Oxo-6-(1,2,3,4-tetrahydroxybutyl)morpholin-3-yl]propanimidic acid

  • Applications

    Agropine (CAS 70699-77-3) is an opine characteristic of Agrobacterium-induced crown gall tissues, used widely as an analytical reference standard in HPLC/LC‑MS to quantify opines in plant tissues, culture media, and soils for crown gall monitoring; as a substrate and inducer to study metabolism, transport, and regulation of opine-catabolic operons in Agrobacterium, to type agropine-type Ti plasmids and assess virulence; as a phenotypic marker (opine assays) to confirm Agrobacterium-mediated transformation alongside antibiotic/herbicide markers; in synthetic biology as an inducer molecule for opine-responsive promoters to build biosensors and controllable expression systems; in microbial ecology to probe resource partitioning and competition in the rhizosphere; and as a control/spike for method QC and educational demonstrations of T‑DNA transfer and plant–microbe interactions.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.2
    methanol 1.24
    isopropanol 0.09
    water 356.51
    ethyl acetate 0.12
    n-propanol 0.14
    acetone 0.13
    n-butanol 0.15
    acetonitrile 0.14
    DMF 26.01
    toluene 0.08
    isobutanol 0.08
    1,4-dioxane 0.41
    methyl acetate 0.07
    THF 0.33
    2-butanone 0.12
    n-pentanol 0.07
    sec-butanol 0.11
    n-hexane 0.04
    ethylene glycol 8.02
    NMP 40.6
    cyclohexane 0.13
    DMSO 96.48
    n-butyl acetate 0.06
    n-octanol 0.08
    chloroform 0.03
    n-propyl acetate 0.04
    acetic acid 5.89
    dichloromethane 0.04
    cyclohexanone 0.64
    propylene glycol 3.46
    isopropyl acetate 0.08
    DMAc 20.09
    2-ethoxyethanol 1.37
    isopentanol 0.1
    n-heptane 0.07
    ethyl formate 0.18
    1,2-dichloroethane 0.04
    n-hexanol 0.11
    2-methoxyethanol 5.42
    isobutyl acetate 0.02
    tetrachloromethane 0.03
    n-pentyl acetate 0.06
    transcutol 3.19
    n-heptanol 0.13
    ethylbenzene 0.04
    MIBK 0.1
    2-propoxyethanol 1.2
    tert-butanol 0.11
    MTBE 0.04
    2-butoxyethanol 0.75
    propionic acid 0.65
    o-xylene 0.15
    formic acid 144.72
    diethyl ether 0.09
    m-xylene 0.09
    p-xylene 0.05
    chlorobenzene 0.02
    dimethyl carbonate 0.75
    n-octane 0.03
    formamide 66.68
    cyclopentanone 0.69
    2-pentanone 0.18
    anisole 0.07
    cyclopentyl methyl ether 0.44
    gamma-butyrolactone 1.18
    1-methoxy-2-propanol 2.62
    pyridine 0.31
    3-pentanone 0.24
    furfural 2.86
    n-dodecane 0.01
    diethylene glycol 6.07
    diisopropyl ether 0.05
    tert-amyl alcohol 0.15
    acetylacetone 0.48
    n-hexadecane 0.01
    acetophenone 0.18
    methyl propionate 0.36
    isopentyl acetate 0.05
    trichloroethylene 0.07
    n-nonanol 0.09
    cyclohexanol 0.51
    benzyl alcohol 0.18
    2-ethylhexanol 0.08
    isooctanol 0.08
    dipropyl ether 0.18
    1,2-dichlorobenzene 0.03
    ethyl lactate 0.43
    propylene carbonate 0.49
    n-methylformamide 6.37
    2-pentanol 0.12
    n-pentane 0.04
    1-propoxy-2-propanol 0.72
    1-methoxy-2-propyl acetate 0.35
    2-(2-methoxypropoxy) propanol 1.11
    mesitylene 0.08
    ε-caprolactone 0.68
    p-cymene 0.06
    epichlorohydrin 0.26
    1,1,1-trichloroethane 0.01
    2-aminoethanol 3.55
    morpholine-4-carbaldehyde 15.52
    sulfolane 13.27
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.18
    n-hexyl acetate 0.08
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 1.41
    sec-butyl acetate 0.04
    tert-butyl acetate 0.11
    decalin 0.03
    glycerin 40.56
    diglyme 2.65
    acrylic acid 2.09
    isopropyl myristate 0.03
    n-butyric acid 0.6
    acetyl acetate 0.16
    di(2-ethylhexyl) phthalate 0.1
    ethyl propionate 0.1
    nitromethane 4.23
    1,2-diethoxyethane 0.16
    benzonitrile 0.08
    trioctyl phosphate 0.08
    1-bromopropane 0.02
    gamma-valerolactone 3.43
    n-decanol 0.07
    triethyl phosphate 0.16
    4-methyl-2-pentanol 0.07
    propionitrile 0.08
    vinylene carbonate 0.55
    1,1,2-trichlorotrifluoroethane 4.45
    DMS 0.2
    cumene 0.03
    2-octanol 0.07
    2-hexanone 0.06
    octyl acetate 0.06
    limonene 0.09
    1,2-dimethoxyethane 0.91
    ethyl orthosilicate 0.15
    tributyl phosphate 0.08
    diacetone alcohol 0.83
    N,N-dimethylaniline 0.18
    acrylonitrile 0.21
    aniline 0.24
    1,3-propanediol 2.36
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.09
    2-methyl-cyclohexyl acetate 0.1
    tetrabutyl urea 0.22
    diisobutyl methanol 0.07
    2-phenylethanol 0.15
    styrene 0.03
    dioctyl adipate 0.07
    dimethyl sulfate 3.87
    ethyl butyrate 0.1
    methyl lactate 2.87
    butyl lactate 0.27
    diethyl carbonate 0.07
    propanediol butyl ether 1.17
    triethyl orthoformate 0.16
    p-tert-butyltoluene 0.06
    methyl 4-tert-butylbenzoate 0.46
    morpholine 0.84
    tert-butylamine 0.05
    n-dodecanol 0.05
    dimethoxymethane 2.14
    ethylene carbonate 0.36
    cyrene 3.34
    2-ethoxyethyl acetate 0.14
    2-ethylhexyl acetate 0.04
    1,2,4-trichlorobenzene 0.04
    4-methylpyridine 0.21
    dibutyl ether 0.07
    2,6-dimethyl-4-heptanol 0.07
    DEF 1.71
    dimethyl isosorbide 1.68
    tetrachloroethylene 0.12
    eugenol 0.59
    triacetin 0.28
    span 80 0.9
    1,4-butanediol 0.7
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.06
    methyl formate 2.42
    2-methyl-1-butanol 0.12
    n-decane 0.03
    butyronitrile 0.07
    3,7-dimethyl-1-octanol 0.05
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.08
    cyclopentanol 0.39
    tetrahydropyran 0.21
    tert-amyl methyl ether 0.11
    2,5,8-trioxanonane 2.48
    1-hexene 0.04
    2-isopropoxyethanol 0.46
    2,2,2-trifluoroethanol 6.15
    methyl butyrate 0.13

    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

Botanical

Name CAS Botanical Proportion
Artemisia scoparia (India) 1 Artemisia scoparia Waldst. & Kit., fam. Asteraceae (Compositae) 15.0%