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Details

Stereochemistry RACEMIC
Molecular Formula C6H13NO2
Molecular Weight 131.1729
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOLEUCINE, DL-

SMILES

CC[C@H](C)[C@H](N)C(O)=O

InChI

InChIKey=AGPKZVBTJJNPAG-WHFBIAKZSA-N
InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1

HIDE SMILES / InChI

Molecular Formula C6H13NO2
Molecular Weight 131.1729
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Isoleucine is an essential α-amino acid that is used in the biosynthesis of proteins. L-isoleucine is commonly used in parenteral and enteral nutrition. It is used in combination with the other branched chain amino acids to improve the nutritional status of patients with hepatic diseases. BCAAs serve as important fuel sources for skeletal muscle during periods of metabolic stress

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
FREAMINE III 10%
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
7.87 μg/mL
50 mg/kg single, oral
ISOLEUCINE plasma
Canis lupus

AUC

ValueDoseCo-administeredAnalytePopulation
21.72 μg × h/mL
50 mg/kg single, oral
ISOLEUCINE plasma
Canis lupus

T1/2

ValueDoseCo-administeredAnalytePopulation
1.45 h
50 mg/kg single, oral
ISOLEUCINE plasma
Canis lupus

PubMed

Sample Use Guides

In Vivo Use Guide
2.9g of L-isoleucine over 6 months
Route of Administration: Oral
In Vitro Use Guide
Primary cultures of peripheral blood mononuclear cells were rinsed with PBS and harvested in phosphate buffer pH 7.4 (50 mmol/L KH2PO4, 1 mmol/L EGTA, 150 mmol/L sucrose). The reaction was started by the addition of a lucigenin mixture 5 μmol/L) and NADPH (100 μmol/L) (Sigma-Aldrich) to the protein sample in a final volume of 250 μL. Branched-chain amino acids were prepared as a mixture of leucine, isoleucine and valine at 0.2–12 mmol/L Cells were exposed to increasing concentrations of BCAA (4–12 mmol/L) for 1 h Chemiluminescence was determined every 2.4 s for 3 min in a microtiter plate luminometer (Enspire Perkin Elmer). Basal activity in the absence of NADPH was subtracted from each reading and normalized to protein concentration.
Substance Class Chemical
Record UNII
5HX0BYT4E3
Record Status Validated (UNII)
Record Version