ChemicalBook > CAS DataBase List > 4-HYDROXYISOLEUCINE

4-HYDROXYISOLEUCINE

Product Name
4-HYDROXYISOLEUCINE
CAS No.
55399-93-4
Chemical Name
4-HYDROXYISOLEUCINE
Synonyms
HIL;4-Hydroxyisoleucine;HYDROXYISOLEUCINE, 4-;4 -Hydroxyisoleucic acid;HYDROXYISOLEUCINE, 4-(FG);(4S)-4-Hydroxy-L-isoleucine;Hydroxyisoleucine 55399-93-4;TIANFU-CHEM 4-HYDROXYISOLEUCINE;4-HYDROXYISOLEUCINECAS:55399-93-4;[DISCONTINUED] Replaced by KIT-00008502-0HK
CBNumber
CB5274835
Molecular Formula
C6H13NO3
Formula Weight
147.17
MOL File
55399-93-4.mol
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4-HYDROXYISOLEUCINE Property

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)
pka
2.41±0.25(Predicted)
form 
Solid
color 
White to Off-White
biological source
fenugreek seeds
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
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
50118
Product name
(4S)-4-Hydroxy-L-isoleucine
Purity
from fenugreek seed, ≥98.0% (TLC)
Packaging
50mg
Price
$542
Updated
2025/07/31
Cayman Chemical
Product number
11812
Product name
4-Hydroxyisoleucine
Packaging
1mg
Price
$68
Updated
2024/03/01
Cayman Chemical
Product number
11812
Product name
4-Hydroxyisoleucine
Packaging
25mg
Price
$1169
Updated
2024/03/01
Cayman Chemical
Product number
11812
Product name
4-Hydroxyisoleucine
Packaging
5mg
Price
$302
Updated
2024/03/01
Cayman Chemical
Product number
11812
Product name
4-Hydroxyisoleucine
Packaging
10mg
Price
$535
Updated
2024/03/01
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4-HYDROXYISOLEUCINE Chemical Properties,Usage,Production

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.

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from fenugreek seeds.

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.

References

[1] CHRISTOPHE BROCA . 4-Hydroxyisoleucine: effects of synthetic and natural analogues on insulin secretion[J]. European journal of pharmacology, 2000, 390 3: Pages 339-345. DOI: 10.1016/s0014-2999(00)00030-3
[2] CHRISTOPHE BROCA. Insulinotropic agent ID-1101 (4-hydroxyisoleucine) activates insulin signaling in rat.[J]. American journal of physiology. Endocrinology and metabolism, 2004, 287 3: E463-71. DOI: 10.1152/ajpendo.00163.2003
[3] MOHAMMED R. HAERI . Non-insulin dependent anti-diabetic activity of (2S, 3R, 4S) 4-hydroxyisoleucine of fenugreek (Trigonella foenum graecum) in streptozotocin-induced type I diabetic rats[J]. Phytomedicine, 2012, 19 7: Pages 571-574. DOI: 10.1016/j.phymed.2012.01.004

4-HYDROXYISOLEUCINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-HYDROXYISOLEUCINE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
4-HYDROXYISOLEUCINE 55399-93-4
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
90%min
Supply Ability
10KGS
Release date
2021-06-05
Henan Aochuang Chemical Co.,Ltd.
Product
4-HYDROXYISOLEUCINE 55399-93-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-29
Hebei Yanxi Chemical Co., Ltd.
Product
4-HYDROXYISOLEUCINE 55399-93-4
Price
US $40.00-30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
30 tons
Release date
2024-03-06

55399-93-4, 4-HYDROXYISOLEUCINERelated Search:

Chlorotrimethylsilane GAMBOGIC ACID L-Leucine L-Glutamine Cryptochlorogenic acid L-Hydroxyproline Potassium pyrophosphate L-Isoleucine DL-2-Aminobutyric acid 6-Gingerol Mangostin Isochlorogenic acid A Isochlorogenic Acid B Calcium 3-methyl-2-oxovalerate Common Fenugreek Seed P.E. (2S,4R)-N-Boc-4-hydroxy-3,3-dimethylpyrrolidine-2-carboxylic acid 4-HYDROXYISOLEUCINE 4-Hydroxyisoleucine

  • 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
  • (4S)-4-Hydroxy-L-isoleucine
  • L-Ribonic acid, 2-amino-2,3,5-trideoxy-3-methyl-
  • (4S)-4-Hydroxy-L-isoleucine from fenugreek seed, >=98.0% (TLC)
  • 4-HYDROXYISOLEUCINECAS:55399-93-4
  • TIANFU-CHEM 4-HYDROXYISOLEUCINE
  • 4 -Hydroxyisoleucic acid
  • Hydroxyisoleucine 55399-93-4
  • 4-Hydroxyisoleucine
  • (4<i>S</i>)-4-Hydroxy-<sc>L</sc>-isoleucine
  • 55399-93-4
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract