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| | 4-HYDROXYISOLEUCINE Basic information |
| Product Name: | 4-HYDROXYISOLEUCINE | | Synonyms: | 4-HYDROXYISOLEUCINE; 4-HYDROXY-L-ISOLEUCINE;HIL;HYDROXYISOLEUCINE, 4-;2-AMINO-2,3,5-TRIDEOXY-3-METHYL-D-XYLONIC ACID;(2S,3R,4S)-4-HYDROXYISOLEUCINE MAJOR ISOMER AND (2R,3R,4S)-4-HYDROXYISOLEUCINE MINOR ISOMER;[DISCONTINUED] Replaced by KIT-00008502-0HK;HYDROXYISOLEUCINE, 4-(FG);(2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoic acid | | CAS: | 55399-93-4 | | MF: | C6H13NO3 | | MW: | 147.17 | | EINECS: | 2017-001-1 | | Product Categories: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract | | Mol File: | 55399-93-4.mol |  |
| | 4-HYDROXYISOLEUCINE Chemical Properties |
| Melting point | 223-224℃ | | Boiling point | 331.6±32.0 °C(Predicted) | | density | 1.181±0.06 g/cm3 (20 ºC 760 Torr) | | Fp | 147℃ | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | solubility | Methanol (Slightly), Water (Slightly) | | pka | 2.41±0.25(Predicted) | | form | Solid | | color | White to Off-White | | optical activity | [α]/D +32.5±2.0°, c = 1 in H2O | | BRN | 4128096 | | InChI | InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5-/m0/s1 | | InChIKey | OSCCDBFHNMXNME-YUPRTTJUSA-N | | SMILES | C(O)(=O)[C@@H](N)[C@@H](C)[C@H](C)O |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 |
| | 4-HYDROXYISOLEUCINE Usage And Synthesis |
| Description | 4-Hydroxyisoleucine is an amino acid that has been found in fenugreek (T. foenum graecum) seeds and has antidiabetic activity. It increases glucose-stimulated insulin release from isolated rat islets and isolated perfused rat pancreas when used at a concentration of 200 μM. In vivo, 4-hydroxyisoleucine increases PI3K activity in muscle and liver in rats when administered at a dose of 18 mg/kg and in muscle in a rat model of type 2 diabetes induced by nicotinamide and streptozotocin (STZ; ) when administered at 25 mg/kg. 4-Hydroxyisoleucine (50 mg/kg per day for four weeks) decreases plasma glucose, triglyceride, LDL, HDL, and cholesterol levels in an STZ-induced rat model of type 1 diabetes. | | Occurrence | 4-hydroxyisoleucine has been extracted and purified from fenugreek seeds, which are known in traditional medicine for their antidiabetic properties. | | Uses | (4S)-4-Hydroxy-L-isoleucine is 4S isomer of 4-Hydroxyisoleucine, which is used as a treatment for type II diabetes. | | Definition | ChEBI: An L-isoleucine derivative that is L-isoleucine bearing a (4S)-hydroxy substituent. | | Biological Activity |
4-Hydroxyisoleucine increases glucose-induced insulin release, in the concentration range of 100 micromol/l to 1 mmol/l, through a direct effect on isolated islets of Langerhans from both rats and humans.
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| | 4-HYDROXYISOLEUCINE Preparation Products And Raw materials |
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