Lysergol

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  • Identifiers

    CAS number
    602-85-7

    Molecular formula
    C16H18N2O

    SMILES
    CN1C[C@@H](C=C2[C@H]1CC3=CNC4=CC=CC2=C34)CO

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 48.02%
    Animal 33.76%
    Roasted 23.62%
    Meaty 23.61%
    Fishy 23.38%
    Burnt 22.68%
    Cooked 21.86%
    Savory 21.8%
    Bitter 20.44%
    Cheesy 20.04%

     

    Flavor
    Bitter 94.0%
    Odorless 21.71%
    Sweet-like 20.53%
    Cedarleaf 19.05%
    Very strong 18.94%
    Indole 18.87%
    Cereal 18.78%
    Alkaline 18.73%
    Bland 18.43%
    Nitrile 18.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.47 (weak base)

    Molecular weight
    254.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    755°C

    Flash point

    • 243.13 ˚C est.

  • Synonyms

    • lysergol
    • 602-85-7
    • NTR684Z1AZ
    • [(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]methanol
    • 9,10-Didehydro-6-methyl-8-hydroxymethylergoline
    • CHEBI:60528
    • (6-methyl-9,10-didehydroergolin-8beta-yl)methanol
    • (7-Methyl-4,6,6a,7,8,9-hexahydro-indolo(4,3-fg)quinolin-9-yl)-methanol
    • (7-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinolin-9-yl)-methanol
    • DTXSID40975627
    • ((6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinolin-9-yl)methanol
    • ((6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-yl)methanol
    • [(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-yl]methanol
    • RefChem:154751
    • 9,10-didehydro-6-methylergoline-8b-methanol
    • DTXCID10220393
    • Methanol, 1-((8beta)-9,10-didehydro-6-methylergolin-8-yl)-
    • (6-methyl-6,11-diazatetracyclo(7.6.1.02,7.012,16)hexadeca-1(16),2,9,12,14-pentaen-4-yl)methanol
    • 210-024-5
    • MFCD00010029
    • 1413-67-8
    • CHEMBL39947
    • ((6aR,9R)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-yl)methanol
    • LOL
    • (8beta)-9,10-Didehydro-6-methylergoline-8-methanol; Ergoline-8beta-methanol, 9,10-didehydro-6-methyl- (8CI); Lysergol (6CI,7CI); Indolo[4,3-fg]quinoline, ergoline-8-methanol deriv.; NSC 196867
    • Prestwick_308
    • Prestwick0_000454
    • Prestwick1_000454
    • Prestwick2_000454
    • Prestwick3_000454
    • UNII-NTR684Z1AZ
    • BSPBio_000528
    • GTPL123
    • cid_14987
    • MLS001049075
    • DivK1c_000515
    • SCHEMBL178071
    • SPBio_002467
    • BPBio1_000582
    • MEGxp0_001732
    • orb1308093
    • ACon0_000797
    • ACon1_000057
    • HMS501J17
    • KBio1_000515
    • MSK1596
    • NINDS_000515
    • HMS1569K10
    • HMS2096K10
    • HMS2271M04
    • HY-N6809
    • TNP00316
    • BDBM50016479
    • AKOS030490884
    • EBC-616402
    • FL31448
    • Phytochem 12: 2435 (1973)
    • IDI1_000515
    • SMP1_000185
    • NCGC00017367-01
    • NCGC00168835-03
    • AS-18087
    • SMR000386913
    • SY278087
    • CS-0092658
    • NS00043437
    • E75857
    • A923435
    • SR-01000758923
    • Q6710130
    • SR-01000758923-3
    • BRD-K27871032-001-02-6
    • BRD-K27871032-001-04-2
    • ((6aR)-7-Methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-yl)methanol
    • [(4R,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaen-4-yl]methanol
    • 602-85-7

  • Applications

    Lysergol (CAS 602-85-7) is primarily used as an intermediate in the synthesis of ergoline alkaloids for pharmaceutical manufacturing, serving as the ergoline scaffold for the preparation of various ergoline derivatives; it is employed in chemical research and development as a starting material for transformations to access additional ergoline compounds; in the fine chemicals and contract manufacturing sectors, it is treated as a precursor for producing specialty products; in analytical chemistry, it is used as a reference standard and to support method development for ergoline alkaloids; it may be evaluated for catalytic or biocatalytic transformations to access further ergoline derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.02
    methanol 15.76
    isopropanol 6.77
    water 0.13
    ethyl acetate 8.07
    n-propanol 9.81
    acetone 13.42
    n-butanol 10.52
    acetonitrile 2.42
    DMF 60.69
    toluene 2.08
    isobutanol 9.11
    1,4-dioxane 18.4
    methyl acetate 9.95
    THF 24.34
    2-butanone 12.66
    n-pentanol 9.48
    sec-butanol 4.07
    n-hexane 0.07
    ethylene glycol 11.27
    NMP 23.63
    cyclohexane 0.15
    DMSO 28.7
    n-butyl acetate 13.87
    n-octanol 5.2
    chloroform 13.6
    n-propyl acetate 12.75
    acetic acid 24.59
    dichloromethane 9.76
    cyclohexanone 22.34
    propylene glycol 6.09
    isopropyl acetate 8.19
    DMAc 63.17
    2-ethoxyethanol 43.5
    isopentanol 13.96
    n-heptane 0.2
    ethyl formate 13.07
    1,2-dichloroethane 6.66
    n-hexanol 11.54
    2-methoxyethanol 61.12
    isobutyl acetate 16.27
    tetrachloromethane 2.22
    n-pentyl acetate 17.0
    transcutol 81.77
    n-heptanol 10.73
    ethylbenzene 1.53
    MIBK 11.53
    2-propoxyethanol 53.03
    tert-butanol 8.38
    MTBE 3.01
    2-butoxyethanol 40.72
    propionic acid 10.95
    o-xylene 2.17
    formic acid 21.82
    diethyl ether 2.45
    m-xylene 2.82
    p-xylene 2.83
    chlorobenzene 4.52
    dimethyl carbonate 13.27
    n-octane 0.2
    formamide 25.21
    cyclopentanone 27.2
    2-pentanone 11.34
    anisole 5.93
    cyclopentyl methyl ether 7.55
    gamma-butyrolactone 29.19
    1-methoxy-2-propanol 34.04
    pyridine 15.24
    3-pentanone 7.14
    furfural 44.35
    n-dodecane 0.22
    diethylene glycol 66.53
    diisopropyl ether 1.36
    tert-amyl alcohol 5.1
    acetylacetone 18.16
    n-hexadecane 0.26
    acetophenone 13.79
    methyl propionate 11.08
    isopentyl acetate 19.13
    trichloroethylene 21.3
    n-nonanol 6.22
    cyclohexanol 6.13
    benzyl alcohol 15.67
    2-ethylhexanol 7.24
    isooctanol 10.36
    dipropyl ether 3.47
    1,2-dichlorobenzene 6.33
    ethyl lactate 15.2
    propylene carbonate 20.5
    n-methylformamide 25.71
    2-pentanol 4.38
    n-pentane 0.1
    1-propoxy-2-propanol 26.12
    1-methoxy-2-propyl acetate 25.39
    2-(2-methoxypropoxy) propanol 29.01
    mesitylene 2.07
    ε-caprolactone 22.93
    p-cymene 3.15
    epichlorohydrin 32.78
    1,1,1-trichloroethane 5.44
    2-aminoethanol 14.3
    morpholine-4-carbaldehyde 54.89
    sulfolane 31.44
    2,2,4-trimethylpentane 0.16
    2-methyltetrahydrofuran 8.93
    n-hexyl acetate 13.98
    isooctane 0.18
    2-(2-butoxyethoxy)ethanol 40.71
    sec-butyl acetate 9.05
    tert-butyl acetate 9.7
    decalin 0.24
    glycerin 25.45
    diglyme 61.92
    acrylic acid 15.0
    isopropyl myristate 5.83
    n-butyric acid 20.41
    acetyl acetate 8.43
    di(2-ethylhexyl) phthalate 13.24
    ethyl propionate 8.22
    nitromethane 32.17
    1,2-diethoxyethane 15.59
    benzonitrile 12.98
    trioctyl phosphate 9.1
    1-bromopropane 2.03
    gamma-valerolactone 60.3
    n-decanol 4.68
    triethyl phosphate 9.18
    4-methyl-2-pentanol 5.96
    propionitrile 5.03
    vinylene carbonate 26.19
    1,1,2-trichlorotrifluoroethane 53.22
    DMS 16.38
    cumene 1.98
    2-octanol 5.32
    2-hexanone 11.38
    octyl acetate 8.39
    limonene 3.08
    1,2-dimethoxyethane 39.55
    ethyl orthosilicate 8.54
    tributyl phosphate 9.11
    diacetone alcohol 20.77
    N,N-dimethylaniline 5.8
    acrylonitrile 9.13
    aniline 7.1
    1,3-propanediol 27.97
    bromobenzene 3.2
    dibromomethane 4.08
    1,1,2,2-tetrachloroethane 16.55
    2-methyl-cyclohexyl acetate 13.48
    tetrabutyl urea 12.68
    diisobutyl methanol 4.34
    2-phenylethanol 19.39
    styrene 1.54
    dioctyl adipate 10.59
    dimethyl sulfate 21.09
    ethyl butyrate 9.72
    methyl lactate 17.54
    butyl lactate 22.18
    diethyl carbonate 8.81
    propanediol butyl ether 26.68
    triethyl orthoformate 10.51
    p-tert-butyltoluene 2.87
    methyl 4-tert-butylbenzoate 19.29
    morpholine 23.23
    tert-butylamine 2.78
    n-dodecanol 3.45
    dimethoxymethane 33.61
    ethylene carbonate 20.39
    cyrene 32.91
    2-ethoxyethyl acetate 30.64
    2-ethylhexyl acetate 13.46
    1,2,4-trichlorobenzene 9.48
    4-methylpyridine 12.51
    dibutyl ether 3.57
    2,6-dimethyl-4-heptanol 4.34
    DEF 16.34
    dimethyl isosorbide 36.9
    tetrachloroethylene 14.93
    eugenol 28.3
    triacetin 20.39
    span 80 21.15
    1,4-butanediol 13.18
    1,1-dichloroethane 4.47
    2-methyl-1-pentanol 10.89
    methyl formate 22.72
    2-methyl-1-butanol 9.54
    n-decane 0.32
    butyronitrile 5.61
    3,7-dimethyl-1-octanol 6.41
    1-chlorooctane 1.58
    1-chlorotetradecane 0.85
    n-nonane 0.24
    undecane 0.26
    tert-butylcyclohexane 0.25
    cyclooctane 0.1
    cyclopentanol 7.26
    tetrahydropyran 8.06
    tert-amyl methyl ether 2.8
    2,5,8-trioxanonane 45.02
    1-hexene 0.48
    2-isopropoxyethanol 29.69
    2,2,2-trifluoroethanol 15.16
    methyl butyrate 13.02

    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