Deoxynojirimycin
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Identifiers
CAS number
19130-96-2Molecular formula
C6H13NO4SMILES
C1[C@@H]([C@H]([C@@H]([C@H](N1)CO)O)O)O
Safety labels
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Odor profile
Fragrance Odorless 70.55% Sweet 44.38% Fishy 24.04% Alcoholic 19.4% Caramellic 18.79% Woody 18.68% Bitter 15.63% Cooling 15.57% Smoky 14.83% Burnt 14.35% Flavor Sweet 74.87% Odorless 57.53% Bitter 46.66% Sweet-like 30.8% Cauliflower 22.27% Very slight 22.06% Alkaline 21.08% Mentholic 20.44% Soup 20.29% Fenugreek 19.89% Odor impact est.
Low -
Properties
XLogP3-AA
-2.3pKa est.
5.82 (weak acid)Molecular weight
163.17 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
536°CFlash point
- 208.76 ˚C est.
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Synonyms
- 19130-96-2
- DUVOGLUSTAT
- deoxynojirimycin
- Moranolin
- 1,5-Dideoxy-1,5-imino-D-glucitol
- D-1-deoxynojirimycin
- 1 Deoxynojirimycin
- Nojirimycin, 1-deoxy-
- BAY-h-5595
- 5-Amino-1,5-dideoxy-D-glucopyranose
- 1,5-dideoxy-1,5-imino-
- FZ56898FLE
- CHEBI:44369
- DTXSID70172647
- 3,4,5-Piperidinetriol, 2-(hydroxymethyl)-, (2R-(2alpha,3beta,4alpha,5beta))-
- duvoglustatum
- RefChem:388743
- GlyTouCan:G62915MH
- DTXCID4095138
- G62915MH
- 606-239-2
- 1-DEOXYNOJIRIMYCIN
- (2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol
- Moranoline
- (2R,3R,4R,5S)-2-Hydroxymethyl-piperidine-3,4,5-triol
- 1,5-Deoxy-1,5-imino-D-mannitol
- MFCD00063474
- DNJ
- (+)-1-DEOXYNOJIRIMYCIN
- 1-deoxynojirimycin (DNJ)
- 3,4,5-Piperidinetriol, 2-(hydroxymethyl)-, (2R,3R,4R,5S)-
- 1-DNJ
- CHEMBL307429
- 1-Deoxy-Nojirimycin
- S-GI
- 1oim
- DNM
- Duvoglustat (hydrochloride)
- Duvoglustat [USAN:INN]
- UNII-FZ56898FLE
- BAY-h 5595
- NOJ
- DUVOGLUSTAT [INN]
- Duvoglustat (USAN/INN)
- DUVOGLUSTAT [USAN]
- EC 606-239-2
- SCHEMBL2969
- BSPBio_000993
- 1-Deoxynojirimycin (Standard)
- GTPL4642
- orb1303921
- 1-DEOXYNOJIRIMYCIN [MI]
- BDBM18351
- 2j77
- Bio1_000415
- Bio1_000904
- Bio1_001393
- HMS1792A15
- HMS1990A15
- HMS3267J09
- HMS3403A15
- MSK10764
- 1,5-Dideoxy-1,5-imino-D-sorbitol
- HB4599
- HY-14860R
- s3839
- 1,5-didesoxy-1,5-imino-D-glucitol
- 1, 5-dideoxy-1,5-imino-D-glucitol
- AKOS006275143
- 1-Deoxynojirimycin, analytical standard
- AC-1386
- CCG-266301
- CS-5594
- DB03206
- EBC-457050
- MD05255
- SMP2_000333
- NCGC00025085-02
- NCGC00025085-03
- BS-15755
- HY-14860
- Miglustat Impurity 1(1-Deoxynojirimycin)
- SY032317
- D5612
- NS00009621
- 30D962
- D09605
- M01692
- EN300-7411893
- GLUCOPYRANOSE, 5-AMINO-1,5-DIDEOXY-, D-
- SR-01000597392
- 2R- (hydroxymethyl)- 3R, 4R, 5S- piperidinetriol
- SR-01000597392-1
- Q15274561
- (2R,3R,4R,5S)-2-(Hydroxymethyl)piperidine-3,4,5-triol, 10
- 3,4,5-PIPERIDINETRIOL, 2-(HYDROXYMETHYL)-, (2R-(2.ALPHA.,3.BETA.,4.ALPHA.,5.BETA.))-
- 19130-96-2
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Applications
Deoxynojirimycin, CAS 19130-96-2, is an iminosugar primarily used as a biochemical tool and as a synthetic intermediate in pharmaceutical chemistry. In enzyme research, it acts as a potent alpha-glucosidase inhibitor and is employed in in vitro assays to probe glycoprotein processing and carbohydrate metabolism. It also serves as a building block and scaffold for the synthesis of glycomimetic compounds and other glycosidase inhibitors, supporting medicinal chemistry efforts and lead optimization. In manufacturing contexts, it is often evaluated as an intermediate in the preparation of iminosugar-derived inhibitors. In biotechnology laboratories, it may be used to study enzyme activity and to calibrate assays for glycosidases. Its use is typically limited to research and development, subject to local regulations and formulation limits.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 0.49 methanol 2.7 isopropanol 0.24 water 409.1 ethyl acetate 0.25 n-propanol 0.29 acetone 0.16 n-butanol 0.29 acetonitrile 0.17 DMF 16.3 toluene 0.06 isobutanol 0.2 1,4-dioxane 1.21 methyl acetate 0.1 THF 0.69 2-butanone 0.14 n-pentanol 0.17 sec-butanol 0.25 n-hexane 0.03 ethylene glycol 26.2 NMP 32.75 cyclohexane 0.17 DMSO 74.94 n-butyl acetate 0.19 n-octanol 0.27 chloroform 0.07 n-propyl acetate 0.1 acetic acid 3.28 dichloromethane 0.11 cyclohexanone 0.93 propylene glycol 6.14 isopropyl acetate 0.21 DMAc 11.4 2-ethoxyethanol 2.79 isopentanol 0.24 n-heptane 0.2 ethyl formate 0.22 1,2-dichloroethane 0.13 n-hexanol 0.39 2-methoxyethanol 8.95 isobutyl acetate 0.06 tetrachloromethane 0.09 n-pentyl acetate 0.19 transcutol 4.28 n-heptanol 0.5 ethylbenzene 0.05 MIBK 0.21 2-propoxyethanol 2.59 tert-butanol 0.29 MTBE 0.09 2-butoxyethanol 1.86 propionic acid 0.97 o-xylene 0.17 formic acid 115.21 diethyl ether 0.13 m-xylene 0.12 p-xylene 0.06 chlorobenzene 0.04 dimethyl carbonate 0.65 n-octane 0.08 formamide 43.21 cyclopentanone 0.95 2-pentanone 0.25 anisole 0.09 cyclopentyl methyl ether 0.59 gamma-butyrolactone 1.89 1-methoxy-2-propanol 4.77 pyridine 0.31 3-pentanone 0.27 furfural 2.91 n-dodecane 0.04 diethylene glycol 12.66 diisopropyl ether 0.1 tert-amyl alcohol 0.35 acetylacetone 0.63 n-hexadecane 0.04 acetophenone 0.27 methyl propionate 0.49 isopentyl acetate 0.17 trichloroethylene 0.17 n-nonanol 0.28 cyclohexanol 0.87 benzyl alcohol 0.32 2-ethylhexanol 0.31 isooctanol 0.38 dipropyl ether 0.33 1,2-dichlorobenzene 0.1 ethyl lactate 0.77 propylene carbonate 0.79 n-methylformamide 4.97 2-pentanol 0.25 n-pentane 0.05 1-propoxy-2-propanol 1.69 1-methoxy-2-propyl acetate 0.81 2-(2-methoxypropoxy) propanol 1.72 mesitylene 0.16 ε-caprolactone 1.25 p-cymene 0.2 epichlorohydrin 0.61 1,1,1-trichloroethane 0.05 2-aminoethanol 9.0 morpholine-4-carbaldehyde 19.29 sulfolane 16.73 2,2,4-trimethylpentane 0.04 2-methyltetrahydrofuran 0.41 n-hexyl acetate 0.21 isooctane 0.02 2-(2-butoxyethoxy)ethanol 2.54 sec-butyl acetate 0.09 tert-butyl acetate 0.26 decalin 0.06 glycerin 51.83 diglyme 4.23 acrylic acid 2.49 isopropyl myristate 0.1 n-butyric acid 0.99 acetyl acetate 0.29 di(2-ethylhexyl) phthalate 0.29 ethyl propionate 0.17 nitromethane 2.7 1,2-diethoxyethane 0.32 benzonitrile 0.16 trioctyl phosphate 0.28 1-bromopropane 0.05 gamma-valerolactone 4.24 n-decanol 0.21 triethyl phosphate 0.36 4-methyl-2-pentanol 0.21 propionitrile 0.1 vinylene carbonate 0.7 1,1,2-trichlorotrifluoroethane 7.52 DMS 0.32 cumene 0.07 2-octanol 0.27 2-hexanone 0.09 octyl acetate 0.16 limonene 0.31 1,2-dimethoxyethane 1.1 ethyl orthosilicate 0.34 tributyl phosphate 0.22 diacetone alcohol 1.33 N,N-dimethylaniline 0.26 acrylonitrile 0.24 aniline 0.21 1,3-propanediol 5.37 bromobenzene 0.04 dibromomethane 0.06 1,1,2,2-tetrachloroethane 0.26 2-methyl-cyclohexyl acetate 0.25 tetrabutyl urea 0.48 diisobutyl methanol 0.31 2-phenylethanol 0.46 styrene 0.04 dioctyl adipate 0.21 dimethyl sulfate 3.61 ethyl butyrate 0.24 methyl lactate 3.47 butyl lactate 0.65 diethyl carbonate 0.14 propanediol butyl ether 2.52 triethyl orthoformate 0.35 p-tert-butyltoluene 0.21 methyl 4-tert-butylbenzoate 0.93 morpholine 1.85 tert-butylamine 0.12 n-dodecanol 0.17 dimethoxymethane 1.92 ethylene carbonate 0.55 cyrene 5.98 2-ethoxyethyl acetate 0.33 2-ethylhexyl acetate 0.16 1,2,4-trichlorobenzene 0.13 4-methylpyridine 0.21 dibutyl ether 0.13 2,6-dimethyl-4-heptanol 0.31 DEF 2.12 dimethyl isosorbide 3.04 tetrachloroethylene 0.37 eugenol 1.23 triacetin 0.57 span 80 2.1 1,4-butanediol 2.37 1,1-dichloroethane 0.04 2-methyl-1-pentanol 0.17 methyl formate 1.59 2-methyl-1-butanol 0.26 n-decane 0.06 butyronitrile 0.12 3,7-dimethyl-1-octanol 0.21 1-chlorooctane 0.09 1-chlorotetradecane 0.05 n-nonane 0.06 undecane 0.05 tert-butylcyclohexane 0.03 cyclooctane 0.14 cyclopentanol 0.9 tetrahydropyran 0.35 tert-amyl methyl ether 0.18 2,5,8-trioxanonane 4.0 1-hexene 0.03 2-isopropoxyethanol 1.07 2,2,2-trifluoroethanol 7.47 methyl butyrate 0.2 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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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
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No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
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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 |