Home > Compound List > Compound details
73-32-5 molecular structure
click picture or here to close

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

ChemBase ID: 52
Molecular Formular: C6H13NO2
Molecular Mass: 131.17292
Monoisotopic Mass: 131.09462866
SMILES and InChIs

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

Cite this record

CBID:52 http://www.chembase.cn/molecule-52.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S)-2-amino-3-methylpentanoic acid
IUPAC Traditional name
L-isoleucine
Synonyms
(2S,3S)-2-Amino-3-methylpentanoic acid
(2S,3S)-a-Amino-b-methyl-n-valeric acid
(2S,3S)-a-Amino-b-methylvaleric acid
(S)-Isoleucine
(S,S)-Isoleucine
2-Amino-3-methylvaleric acid
2S,3S-Isoleucine
erythro-L-Isoleucine
Isoleucine
L-(+)-Isoleucine
L-Ile
L-Isoleucine
2-Amino-3-methylpentanoic acid
Isoleucine
L-Isoleucine
(2RS,3S)-2-Amino-3-methylpentanoic acid
L-Isoleucine: D-allo-isoleucine
H-Ile-OH
(2S,3S)-2-Amino-3-methylpentanoic acid
L-(+)-Isoleucine
(2S,3S)-2-氨基-3-甲基戊酸
L-异亮氨酸
CAS Number
73-32-5
EC Number
200-798-2
MDL Number
MFCD00064222
Beilstein Number
1721792
Merck Index
145179
PubChem SID
24881234
46506864
24896065
24896115
24896013
160963515
24896006
24902116
PubChem CID
791
6306
CHEBI ID
58045
Chemspider ID
6067
DrugBank ID
DB00167
KEGG ID
D00065
Unique Ingredient Identifier
04Y7590D77
Wikipedia Title
Isoleucine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.7913082  H Acceptors
H Donor LogD (pH = 5.5) -1.5088165 
LogD (pH = 7.4) -1.5107228  Log P -1.5084066 
Molar Refractivity 34.0939 cm3 Polarizability 13.835553 Å3
Polar Surface Area 63.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -1.73  LOG S -0.06 
Solubility (Water) 1.14e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
1 M HCl: soluble1 M at 20 °C, clear, colorless expand Show data source
1 M HCl: soluble50 mg/mL expand Show data source
34.4 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] expand Show data source
Apperance
powder expand Show data source
Melting Point
288 °C (dec.)(lit.) expand Show data source
ca 287°C dec. expand Show data source
Optical Rotation
[α]20/D +38.6 to +42.5°, c = 4 in 6 M HCl expand Show data source
[α]20/D +41.0±1°, c = 5% in 6 M HCl expand Show data source
[α]20/D +41°, c = 4 in 6 M HCl expand Show data source
+40 (c=5 in 5N HCl) expand Show data source
Absorption Wavelength
λ: 260 nm Amax: 0.07 expand Show data source
λ: 280 nm Amax: 0.05 expand Show data source
Hydrophobicity(logP)
-1.6 expand Show data source
RTECS
NR4705000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
1 expand Show data source
3 expand Show data source
TSCA Listed
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Regulation Compliance
FCC expand Show data source
FDA 21 CFR (172.320) expand Show data source
Purity
≥98% (TLC) expand Show data source
≥98.5% expand Show data source
≥99.0% expand Show data source
≥99.0% (NT) expand Show data source
≥99.5% (NT) expand Show data source
97% expand Show data source
98% expand Show data source
98.5-101.0% expand Show data source
99% expand Show data source
Grade
certified reference material expand Show data source
EP expand Show data source
JP expand Show data source
reagent grade expand Show data source
SAJ special grade expand Show data source
TraceCERT® expand Show data source
USP expand Show data source
Optical Purity
ee: 99% (GLC) expand Show data source
Packaging
pkg of 1 g expand Show data source
Suitability
meets EP, JP, USP testing specifications expand Show data source
suitable for cell culture expand Show data source
suitable for manufacturing use expand Show data source
Ignition Residue
≤0.1% (as SO4) expand Show data source
0.05% expand Show data source
Impurities
≤0.5% foreign amino acids expand Show data source
endotoxin, tested expand Show data source
insoluble matter, passes filter test expand Show data source
Cation Traces
Al: ≤5 mg/kg expand Show data source
As: ≤0.1 mg/kg expand Show data source
Ba: ≤5 mg/kg expand Show data source
Bi: ≤5 mg/kg expand Show data source
Ca: ≤10 mg/kg expand Show data source
Ca: ≤50 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤5 mg/kg expand Show data source
K: ≤50 mg/kg expand Show data source
Li: ≤5 mg/kg expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Mo: ≤5 mg/kg expand Show data source
Na: ≤50 mg/kg expand Show data source
NH4+: ≤100 mg/kg expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤5 mg/kg expand Show data source
Sr: ≤5 mg/kg expand Show data source
Zn: ≤5 mg/kg expand Show data source
Antion Traces
chloride (Cl-): ≤100 mg/kg expand Show data source
sulfate (SO42-): ≤100 mg/kg expand Show data source
Biological Source
from non-animal source expand Show data source
Loss on Drying
≤0.1% loss on drying, 110 °C expand Show data source
0.05% loss on drying, 20 °C (HV) expand Show data source
Quality Level
GMP-COMPENDIA expand Show data source
λ
1 M in 1 M HCl expand Show data source
Product Line
BioUltra expand Show data source
Pharmacopeia Traceability
traceable to PhEur I0460000 expand Show data source
traceable to USP 1349502 expand Show data source
Linear Formula
C2H5CH(CH3)CH(NH2)CO2H expand Show data source
Empirical Formula (Hill Notation)
C6H13NO2 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
DrugBank - DB00167 external link
Item Information
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
Sigma Aldrich - I7403 external link
包装
10 mg in autosmp vl
Sigma Aldrich - I5281 external link
Packaging
Manufactured and Packaged under CGMP
Sigma Aldrich - I2752 external link
包装
1 kg in poly bottle
1, 5, 10, 25, 100 g in poly bottle
Sigma Aldrich - 58879 external link
Other Notes
Growth requirement of various microorganisms1
Sigma Aldrich - W527602 external link
Packaging
1 kg in poly bottle
100 g in poly bottle
Sigma Aldrich - PHR1099 external link
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.
Sigma Aldrich - I2877 external link
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.
Sigma Aldrich - 56241 external link
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

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle