ChemicalBook--->CAS DataBase List--->20408-97-3

20408-97-3

20408-97-3 Structure

20408-97-3 Structure
IdentificationBack Directory
[Name]

5-THIO-D-GLUCOSE
[CAS]

20408-97-3
[Synonyms]

d-glucos
NSC 204984
THIOGLUCOSE
5-Thioglucose
5-THIO-D-GLUCOSE
GLUCOTHIOPYRANOSE
α-D-Glucothiopyranose
5-Thio-D-glucose ,98%
5-Thio-α-D-glucopyranose
alpha-d-glucothiopyranose
5-O-Thia-α-D-glucopyranose
5-Deoxy-5-mercapto-D-glucose
5-thio-alpha-d-glucopyranose
5-THIO-D -GLUCOSE CRYSTALLINE
5-Thio-D-glucose, alpha-anomer
5-Thio-D-glucose,predominantly &-anomer
-2,3,4,6-Tetrahydroxy-5-mercaptohexanal
5-THIO-D-GLUCOSE, 96%, PREDOMINANTLY ALP HA-ANOMER
(2R,3R,4S,5R)-2,3,4,6-Tetrahydroxy-5-mercaptohexanal
(2S)-6β-(Hydroxymethyl)tetrahydro-2H-thiopyran-2α,3α,4β,5α-tetraol
[EINECS(EC#)]

243-798-8
[Molecular Formula]

C6H12O5S
[MDL Number]

MFCD00148892
[MOL File]

20408-97-3.mol
[Molecular Weight]

196.22
Chemical PropertiesBack Directory
[Melting point ]

135-138 °C(lit.)
[Boiling point ]

303.11°C (rough estimate)
[density ]

1.271 (estimate)
[refractive index ]

1.5060 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Soluble in Water (up to 15 mg/ml)
[form ]

Powder
[pka]

9.11±0.10(Predicted)
[color ]

White
[Optical Rotation]

[α]/D 220.0±5.0°, c = 1 in 0.1 M HCl
[Water Solubility ]

Miscible with water.
[Merck ]

13,9408
[BRN ]

1865193
[Stability:]

Stable for 2 years as supplied. Solutions in distilled water may be stored at -20°C for up to 2 months.
[CAS DataBase Reference]

20408-97-3
[EPA Substance Registry System]

D-Glucose, 5-thio- (20408-97-3)
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[RTECS ]

LZ7500000
[F ]

3-10-23
[Toxicity]

mouse,LD50,intraperitoneal,5500mg/kg (5500mg/kg),International Journal of Radiation Oncology, Biology, Physics. Vol. 8, Pg. 589, 1982.
Hazard InformationBack Directory
[Description]

5-Thio-D-glucose (20408-97-3) is a potent competitive inhibitor of the cellular transport of glucose and glucose-mediated insulin release.1 May be used to induce a state of glucose deprivation in laboratory animals.2 Stimulates feeding in rat models.3? Induces Alzheimer-like changes in frontal cortex and hippocampus in rats.4? Elevates renal TGF-b1 at a dose that does not prevent streptozotocin diabetes in rats.5
[Uses]

5-Thio-D-glucose (cas# 20408-97-3) is a compound useful in organic synthesis.
[References]

Wang et al. (1995) Glucose transporter 2 expression: prevention of streptozotocin-induced reduction in beta-cells with 5-thio-D-glucose; Clin. Endocrinol. Diabetes, 103 83 Suppl.2 Shah et al. (2019), Recurrent glucose deprivation leads to the preferential use of lactate by neurons in the ventromedial hypothalamus; J. Physiol. Endocrinol. Metab., 316 E948 Li et al. (2014), Stimulation of feeding by three different glucose-sensing mechanisms requires hindbrain catecholamine neurons; J. Physiol. Regul. Integr. Comp. Physiol., 306 R257 Salkovic-Petrisic et al. (2006), Alzheimer-like changes in protein kinase B and glycogen synthase kinase-3 in rat frontal cortex and hippocampus after damage to the insulin signaling pathway; J. Neurochem., 96 1005 Lane et al. (2000), 5-thio-D-glucose elevates renal transforming growth factor beta-1 at a dose that does not prevent streptozotocin diabetes in rats; Endocrinology, 141 3337
Spectrum DetailBack Directory
[Spectrum Detail]

5-THIO-D-GLUCOSE(20408-97-3)MS
5-THIO-D-GLUCOSE(20408-97-3)IR1
5-THIO-D-GLUCOSE(20408-97-3)IR2
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