Syrosingopine

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  • Identifiers

    CAS number
    84-36-6

    Molecular formula
    C35H42N2O11

    SMILES
    CCOC(=O)OC1=C(C=C(C=C1OC)C(=O)O[C@@H]2C[C@@H]3CN4CCC5=C([C@H]4C[C@@H]3[C@@H]([C@H]2OC)C(=O)OC)NC6=C5C=CC(=C6)OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Odorless 60.89%
    Floral 28.33%
    Vanilla 23.3%
    Sweet 22.83%
    Fresh 22.71%
    Grape 21.36%
    Powdery 19.79%
    Milky 18.43%
    Cooling 18.12%
    Balsamic 17.02%

     

    Flavor
    Bitter 92.48%
    Bland 32.28%
    Odorless 26.55%
    Sweet-like 21.61%
    Cedarleaf 19.96%
    Parsley 19.49%
    Lovage 18.55%
    Heather 18.39%
    Broom 18.15%
    Ripe apricot 18.09%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    4.6

    pKa est.
    6.3 (neutral)

    Molecular weight
    666.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1112°C

    Flash point

    • 250.93 ˚C est.

  • Synonyms

    • syrosingopine
    • 84-36-6
    • Neoreserpan
    • Syringopine
    • Siringina
    • Isotense
    • Londomin
    • SU 3118
    • Sirosingopina
    • Carbethoxysyringoyl methylreserpate
    • Methyl carbethoxysyringoyl reserpate
    • Syrosingopinum
    • NSC-77030
    • DTXSID9023629
    • PPG46JF0EG
    • SU-3118
    • DTXCID703629
    • Yohimban-16-carboxylic acid, 18-((4-((ethoxycabonyl)oxy)-3,5-dimethoxybenzoyl)oxy)-11,17-dimethoxy-, methyl ester, (3beta,16beta,17alpha,18beta,20alpha)-
    • RefChem:932470
    • 201-527-0
    • Menatensina
    • Singoserp
    • Vegaserpina
    • Novoserpina
    • Siriserpin
    • Syrosingopin
    • Etropres
    • Serpagon
    • Siringone
    • Ipores
    • Nichiserpine-S
    • Elufinesin
    • Seringina
    • Siringal
    • Siroshuten
    • Revelox-wirkstoff
    • HF-41T
    • NSC77030
    • MFCD00017411
    • Syrosingopine (Su-3118)
    • Methyl reserpate ester of syringic acid ethyl carbonate
    • Syringic acid ethyl carbonate ester with methyl reserpate
    • Zentos
    • Syrosingopine (>90%)
    • NSC 77030
    • methyl (1R,15S,17R,18R,19S,20S)-17-(4-ethoxycarbonyloxy-3,5-dimethoxybenzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
    • Syrosingopinum [INN-Latin]
    • Sirosingopina [INN-Spanish]
    • 3beta,20alpha-Yohimban-16beta-carboxylic acid, 18beta-hydroxy-11,17alpha-dimethoxy-, methyl ester, 4-hydroxy-3,5-dimethoxybenzoate (ester) ethyl carbonate (ester) (8CI)
    • Benzoic acid, 4-hydroxy-3,5-dimethoxy-, ethyl carbonate, ester with methyl reserpate
    • Reserpic acid, methyl ester, ester with 4-hydroxy-3,5-dimethoxybenzoic acid ethyl carbonate
    • C35H42N2O11
    • EINECS 201-527-0
    • UNII-PPG46JF0EG
    • CAS-84-36-6
    • ZCDNRPPFBQDQHR-SSYATKPKSA-N
    • Siringina (TN)
    • Syrosingopine [INN:BAN:JAN:NF]
    • NCGC00016336-01
    • Methyl 18beta-hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate 4-hydroxy
    • Prestwick_457
    • Methyl 18-O-(4-ethoxycarbonyloxy-3,5-dimethoxybenzyoyl)reserpat
    • Prestwick3_000564
    • 18-O-(3,5-Dimethoxy-4-ethoxycarbonyloxybenzoyl)eserpsaeuremethylester
    • Syrosingopine (JAN/INN)
    • SYROSINGOPINE [MI]
    • SYROSINGOPINE [INN]
    • SYROSINGOPINE [JAN]
    • BSPBio_000348
    • Methyl 18beta-(4-(ethoxycarbonyloxy)-3,5-dimethoxybenzoyloxy)-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylat
    • MLS002153876
    • SCHEMBL219705
    • SYROSINGOPINE [MART.]
    • SYROSINGOPINE [WHO-DD]
    • BPBio1_000384
    • orb1297197
    • CHEMBL1399124
    • SCHEMBL30402336
    • CHEBI:32175
    • Syrosingopine - Bio-X trade mark
    • GLXC-06136
    • HMS2096B10
    • HMS2234L13
    • HY-N4115
    • Methyl 18.beta.-hydroxy-11,17.alpha.-dimethoxy-3.beta.,20.alpha.-yohimban-16.beta.-carboxylate 4-hydroxy
    • YOHIMBAN-16-CARBOXYLIC ACID, 18-((4-((ETHOXYCARBONYL)OXY)-3,5-DIMETHOXYBENZOYL)OXY)-11,17-DIMETHOXY-, METHYL ESTER, (3.BETA.,16.BETA.,17.ALPHA.,18.BETA.,20.ALPHA.)-
    • Tox21_110379
    • BDBM50606665
    • s9907
    • SU3118
    • AKOS037643554
    • CCG-208497
    • EBC-380088
    • FS65931
    • NCGC00179590-02
    • NCGC00179590-04
    • 3beta,20alpha-Yohimban-16beta-carboxylic acid, 18beta-hydroxy-11,17alpha-dimethoxy-, methyl ester, 4-hydroxy-3,5-dimethoxybenzoate (ester) ethyl carbonate (ester)
    • AS-16863
    • BS300129
    • SMR001233230
    • CS-0032125
    • NS00038492
    • Methyl reserpate,5-dimethoxybenzoic acid ester
    • D01659
    • G12066
    • SR-01000838851
    • SR-01000838851-3
    • BRD-K14200658-001-02-6
    • Q27164011
    • Benzoic acid,5-dimethoxy-, ethyl carbonate, ester with methyl reserpate
    • WLN: T F6 D5 C666 EM ON&&TTTJ HO1 SOVR CO1 EO1 DOVO2& TO1 UVO1
    • methyl (4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)oxy-dimethoxy-[?]carboxylate
    • Reserpic acid, ester with 4-hydroxy-3,5-dimethoxybenzoic acid ethyl carbonate
    • 3.beta., 18.beta.-hydroxy-11,17.alpha.-dimethoxy-, methyl ester, 4-hydroxy-3,5-dimethoxybenzoate (ester) ethyl carbonate (ester)
    • 3.beta., 18.beta.-hydroxy-11,17.alpha.-dimethoxy-, methyl ester, ester with 4-hydroxy-3,5-dimethoxybenzoic acid ethyl carbonate
    • methyl (1R,15S,17R,18R,19S,20S)-17-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
    • methyl (1R,15S,17R,18R,19S,20S)-17-{4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate
    • methyl (1S,2R,3R,4aS,13bR,14aS)-3-((4-((ethoxycarbonyl)oxy)-3,5-dimethoxybenzoyl)oxy)-2,11-dimethoxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate
    • methyl (3beta,16beta,17alpha,18beta,20alpha)-18-({[4-{[(ethyloxy)carbonyl]oxy}-3,5-bis(methyloxy)phenyl]carbonyl}oxy)-11,17-bis(methyloxy)yohimban-16-carboxylate
    • Methyl (3beta,16beta,17alpha,18beta,20alpha)-18-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl}oxy)-11,17-dimethoxyyohimban-16-carboxylate
    • Methyl 18beta-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl}oxy)-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate
    • Yohimban-16-carboxylic acid,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-, methyl ester, (3.beta.,16.beta.,17.alpha.,18.beta.,20.alpha.)-
    • 84-36-6

  • Applications

    Syrosingopine (CAS 84-36-6) is primarily encountered in medicinal chemistry and pharmacology as a research tool for studying drug transport and resistance, with reported activity as a transporter modulator in cellular models and as a chemical probe to investigate efflux mechanisms. It may be used as an intermediate or building block in the synthesis of related pharmacologically active compounds within drug-discovery programs. Its use is typically confined to laboratory research settings and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.27
    methanol 1.02
    isopropanol 0.36
    water 0.03
    ethyl acetate 5.1
    n-propanol 0.45
    acetone 5.78
    n-butanol 0.39
    acetonitrile 1.99
    DMF 10.84
    toluene 0.83
    isobutanol 0.39
    1,4-dioxane 5.7
    methyl acetate 7.45
    THF 6.38
    2-butanone 5.21
    n-pentanol 0.53
    sec-butanol 0.41
    n-hexane 0.03
    ethylene glycol 0.65
    NMP 29.81
    cyclohexane 0.06
    DMSO 11.3
    n-butyl acetate 1.82
    n-octanol 0.47
    chloroform 22.83
    n-propyl acetate 3.04
    acetic acid 12.94
    dichloromethane 15.83
    cyclohexanone 8.6
    propylene glycol 0.38
    isopropyl acetate 2.99
    DMAc 31.83
    2-ethoxyethanol 2.81
    isopentanol 0.46
    n-heptane 0.03
    ethyl formate 3.46
    1,2-dichloroethane 6.65
    n-hexanol 0.31
    2-methoxyethanol 2.89
    isobutyl acetate 1.63
    tetrachloromethane 2.52
    n-pentyl acetate 2.72
    transcutol 4.7
    n-heptanol 0.5
    ethylbenzene 0.39
    MIBK 1.69
    2-propoxyethanol 3.04
    tert-butanol 0.59
    MTBE 0.79
    2-butoxyethanol 2.68
    propionic acid 4.11
    o-xylene 0.62
    formic acid 5.12
    diethyl ether 0.84
    m-xylene 0.52
    p-xylene 0.76
    chlorobenzene 2.27
    dimethyl carbonate 7.75
    n-octane 0.03
    formamide 5.32
    cyclopentanone 12.43
    2-pentanone 3.09
    anisole 1.29
    cyclopentyl methyl ether 1.77
    gamma-butyrolactone 20.09
    1-methoxy-2-propanol 2.18
    pyridine 5.43
    3-pentanone 4.02
    furfural 16.44
    n-dodecane 0.03
    diethylene glycol 3.12
    diisopropyl ether 0.28
    tert-amyl alcohol 0.66
    acetylacetone 10.25
    n-hexadecane 0.03
    acetophenone 3.42
    methyl propionate 5.71
    isopentyl acetate 1.67
    trichloroethylene 26.37
    n-nonanol 0.55
    cyclohexanol 0.68
    benzyl alcohol 1.68
    2-ethylhexanol 0.31
    isooctanol 0.49
    dipropyl ether 0.55
    1,2-dichlorobenzene 2.81
    ethyl lactate 2.23
    propylene carbonate 8.86
    n-methylformamide 4.69
    2-pentanol 0.3
    n-pentane 0.03
    1-propoxy-2-propanol 1.76
    1-methoxy-2-propyl acetate 3.38
    2-(2-methoxypropoxy) propanol 2.94
    mesitylene 0.28
    ε-caprolactone 9.02
    p-cymene 0.27
    epichlorohydrin 14.82
    1,1,1-trichloroethane 8.05
    2-aminoethanol 0.58
    morpholine-4-carbaldehyde 16.68
    sulfolane 25.11
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 2.76
    n-hexyl acetate 2.24
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 3.17
    sec-butyl acetate 1.89
    tert-butyl acetate 2.36
    decalin 0.04
    glycerin 1.54
    diglyme 6.8
    acrylic acid 7.66
    isopropyl myristate 0.77
    n-butyric acid 3.78
    acetyl acetate 9.17
    di(2-ethylhexyl) phthalate 1.52
    ethyl propionate 2.87
    nitromethane 34.55
    1,2-diethoxyethane 1.98
    benzonitrile 2.09
    trioctyl phosphate 0.95
    1-bromopropane 1.36
    gamma-valerolactone 22.75
    n-decanol 0.37
    triethyl phosphate 1.73
    4-methyl-2-pentanol 0.3
    propionitrile 1.68
    vinylene carbonate 10.72
    1,1,2-trichlorotrifluoroethane 26.31
    DMS 4.6
    cumene 0.27
    2-octanol 0.38
    2-hexanone 2.64
    octyl acetate 1.27
    limonene 0.3
    1,2-dimethoxyethane 5.67
    ethyl orthosilicate 1.38
    tributyl phosphate 1.12
    diacetone alcohol 3.26
    N,N-dimethylaniline 0.95
    acrylonitrile 3.57
    aniline 1.41
    1,3-propanediol 1.03
    bromobenzene 2.19
    dibromomethane 6.32
    1,1,2,2-tetrachloroethane 17.23
    2-methyl-cyclohexyl acetate 1.72
    tetrabutyl urea 1.93
    diisobutyl methanol 0.21
    2-phenylethanol 1.37
    styrene 0.49
    dioctyl adipate 1.68
    dimethyl sulfate 16.28
    ethyl butyrate 1.82
    methyl lactate 3.97
    butyl lactate 2.39
    diethyl carbonate 1.78
    propanediol butyl ether 1.87
    triethyl orthoformate 1.75
    p-tert-butyltoluene 0.24
    methyl 4-tert-butylbenzoate 3.11
    morpholine 3.8
    tert-butylamine 0.21
    n-dodecanol 0.26
    dimethoxymethane 5.79
    ethylene carbonate 8.26
    cyrene 6.29
    2-ethoxyethyl acetate 5.84
    2-ethylhexyl acetate 1.39
    1,2,4-trichlorobenzene 5.03
    4-methylpyridine 3.96
    dibutyl ether 0.53
    2,6-dimethyl-4-heptanol 0.21
    DEF 5.44
    dimethyl isosorbide 5.48
    tetrachloroethylene 11.96
    eugenol 2.97
    triacetin 5.07
    span 80 2.16
    1,4-butanediol 0.75
    1,1-dichloroethane 5.26
    2-methyl-1-pentanol 0.62
    methyl formate 6.85
    2-methyl-1-butanol 0.45
    n-decane 0.05
    butyronitrile 0.94
    3,7-dimethyl-1-octanol 0.41
    1-chlorooctane 0.27
    1-chlorotetradecane 0.12
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.03
    cyclooctane 0.03
    cyclopentanol 1.11
    tetrahydropyran 1.7
    tert-amyl methyl ether 0.8
    2,5,8-trioxanonane 4.97
    1-hexene 0.13
    2-isopropoxyethanol 2.2
    2,2,2-trifluoroethanol 11.99
    methyl butyrate 3.58

    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