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HomeProduct name list4-HYDROXYISOLEUCINE

4-HYDROXYISOLEUCINE

Synonym(s):(2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoic acid;4-HYDROXYISOLEUCINE;HIL

  • CAS NO.:55399-93-4
  • Empirical Formula: C6H13NO3
  • Molecular Weight: 147.17
  • MDL number: MFCD07357252
  • EINECS: 2017-001-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
4-HYDROXYISOLEUCINE Structural

What is 4-HYDROXYISOLEUCINE?

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. 

The Uses of 4-HYDROXYISOLEUCINE

(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.

Properties of 4-HYDROXYISOLEUCINE

Melting point: 223-224℃
Boiling point: 331.6±32.0 °C(Predicted)
Density  1.181±0.06 g/cm3 (20 ºC 760 Torr)
Flash point: 147℃
storage temp.  Keep in dark place,Inert atmosphere,2-8°C
solubility  Methanol (Slightly), Water (Slightly)
form  Solid
pka 2.41±0.25(Predicted)
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

Safety information for 4-HYDROXYISOLEUCINE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4-HYDROXYISOLEUCINE

InChIKey OSCCDBFHNMXNME-YUPRTTJUSA-N
SMILES C(O)(=O)[C@@H](N)[C@@H](C)[C@H](C)O

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