CAS 73-32-5|(2S,3S)-2-amino-3-methylpentanoic acid|(2S,3S)-2-氨基-3-甲基戊酸|L-isoleucine|L-异亮氨酸|L-Isoleucine|(2S,3S)-2-Amino-3-methylpentanoic acid|2S,3S-Isoleucine|(2S,3S)-a-Amino-b-methyl-n-v...

General Information

Structure

Molecular Formula

C₆H₁₃NO₂

Molecular Mass

131.17292

Exact Mass

131.09462866

Charge

InChI

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

InChIKey

AGPKZVBTJJNPAG-WHFBIAKZSA-N

Canonic Smiles

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

Isomeric Smiles

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

Calculated Properties

JChem

LogD (pH = 7.4)

-1.51

LogD (pH = 5.5)

-1.51

Log P

-1.51

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

2.79

Polar Surface Area

63.32

Polarizability

14.15

Molar Refractivity

34.09

LOG S

-1.17

Data Source

Names and Identifiers

IUPAC name

(2S,3S)-2-amino-3-methylpentanoic acid

Synonyms

(2S,3S)-2-氨基-3-甲基戊酸L-异亮氨酸L-Isoleucine(2S,3S)-2-Amino-3-methylpentanoic acid2S,3S-Isoleucine(2S,3S)-a-Amino-b-methyl-n-valeric acidL-Ile(S,S)-Isoleucineerythro-L-IsoleucineIsoleucine(S)-Isoleucine(2S,3S)-a-Amino-b-methylvaleric acid2-Amino-3-methylvaleric acidL-IsoleucineL-(+)-Isoleucine2-Amino-3-methylpentanoic acidIsoleucineL-Isoleucine: D-allo-isoleucine(2RS,3S)-2-Amino-3-methylpentanoic acidH-Ile-OHL-(+)-Isoleucine(2S,3S)-2-Amino-3-methylpentanoic acidL-isoleucine2-Amino-3-methylvaleric acid(2S,3S)-2-amino-3-methylpentanoic acidL-IsoleucineIlealpha-amino-beta-methylvaleric acidIISOLEUCINE

IUPAC Traditional name

L-isoleucine

Names and Identifiers

Registration numbers

MDL Number

CAS Number

EC Number

Beilstein Number

PubChem SID

248960652489611516096351524902116

Registration numbers

Properties

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB00167

Drug Groups

approved; nutraceutical

Description

An essential branched-chain aliphatic amino acid found in many proteins. It is an isomer of leucine. It is important in hemoglobin synthesis and regulation of blood sugar and energy levels. [PubChem]

Indication

The branched-chain amino acids may have antihepatic encephalopathy activity in some. They may also have anticatabolic and antitardive dyskinesia activity.

Pharmacology

They provide ingredients for the manufacturing of other essential biochemical components in the body, some of which are utilized for the production of energy, stimulants to the upper brain and helping you to be more alert.

Toxicity

Symptoms of hypoglycemia, increased mortality in ALS patients taking large doses of BCAAs

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

Absorbed from the small intestine by a sodium-dependent active-transport process

External Links

• [PDRhealth]

Wikipedia

Isoleucine

Sigma Aldrich

I2752

包装
1 kg in poly bottle
1, 5, 10, 25, 100 g in poly bottle

I7403

包装
10 mg in autosmp vl

W527602

Packaging
1 kg in poly bottle
100 g in poly bottle

I2877

Other Notes
Approx. 1:1 mixture of diastereomers
Linkage
Often erroneously called "DL-isoleucine." See separate listing of DL-isoleucine, which is a mixture of 4 stereoisomers.

56241

Analysis Note
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

PHR1099

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

I5281

Packaging
Manufactured and Packaged under CGMP

58879

Other Notes
Growth requirement of various microorganisms1

ChEBI

CHEBI:17191

The L-enantiomer of isoleucine.

Molecule Details

References

PubChem Literature

No Data Available

Click here to submit data

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

(2S,3S)-2-amino-3-methylpentanoic acid

Synonyms

IUPAC Traditional name

L-isoleucine

Molecule Details

DrugBank

DB00167

Drug Groups

approved; nutraceutical

Description

An essential branched-chain aliphatic amino acid found in many proteins. It is an isomer of leucine. It is important in hemoglobin synthesis and regulation of blood sugar and energy levels. [PubChem]

Indication

The branched-chain amino acids may have antihepatic encephalopathy activity in some. They may also have anticatabolic and antitardive dyskinesia activity.

Pharmacology

Toxicity

Symptoms of hypoglycemia, increased mortality in ALS patients taking large doses of BCAAs

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

Absorbed from the small intestine by a sodium-dependent active-transport process

External Links

• [PDRhealth]

Wikipedia

Isoleucine

Sigma Aldrich

I2752

包装
1 kg in poly bottle
1, 5, 10, 25, 100 g in poly bottle

I7403

包装
10 mg in autosmp vl

W527602

Packaging
1 kg in poly bottle
100 g in poly bottle

I2877

Other Notes
Approx. 1:1 mixture of diastereomers
Linkage
Often erroneously called "DL-isoleucine." See separate listing of DL-isoleucine, which is a mixture of 4 stereoisomers.

56241

PHR1099

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

I5281

Packaging
Manufactured and Packaged under CGMP

58879

Other Notes
Growth requirement of various microorganisms1

ChEBI

CHEBI:17191

The L-enantiomer of isoleucine.

References

PubChem Literature

No Data Available

Click here to submit data

Bioactivity