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72-18-4 molecular structure
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(2S)-2-amino-3-methylbutanoic acid

ChemBase ID: 47
Molecular Formular: C5H11NO2
Molecular Mass: 117.14634
Monoisotopic Mass: 117.0789786
SMILES and InChIs

SMILES:
[C@H](C(C)C)(C(=O)O)N
Canonical SMILES:
N[C@H](C(=O)O)C(C)C
InChI:
InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1
InChIKey:
KZSNJWFQEVHDMF-BYPYZUCNSA-N

Cite this record

CBID:47 http://www.chembase.cn/molecule-47.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-amino-3-methylbutanoic acid
IUPAC Traditional name
L-valine
valine
Synonyms
(2S)-2-Amino-3-methylbutanoic acid
(S)-Valine
(S)-a-Amino-b-methylbutyric acid
(S)-2-Amino-3-methylbutyric acid
(S)-2-Amino-3-methylbutanoic acid
2-Amino-3-methylbutyric acid
2-Amino-3-methylbutanoic acid
L-(+)-a-Aminoisovaleric acid
Valine
L-a-Amino-b-methylbutyric acid
L-Valine
(2R)-2-Amino-3-methylbutanoic acid
(R)-alpha-Aminoisovaleric acid
D-Valine
L-2-Amino-3-methylbutanoic acid
L-α-Aminoisovaleric acid
L-Valine
(+)-2-Amino-3-methylbutyric Acid
(S)-α-Amino-β-methylbutyric Acid
L-(+)-α-Aminoisovaleric Acid
L-α-Amino-β-methylbutyric Acid
(S)-α-Aminoisovaleric acid
L-2-Aminoisovaleric acid
NSC 76038
(S)-(+)-2-Amino-3-methylbutyric acid
Valine
(S)-α-氨基异戊酸
L-2-氨基-3-甲基丁酸
L-缬氨酸
CAS Number
72-18-4
640-68-6
516-06-3
EC Number
200-773-6
208-220-0
MDL Number
MFCD00064219
MFCD00064220
Beilstein Number
1721136
Merck Index
149909
PubChem SID
24900695
24900749
160963510
24902117
46504886
24900696
24890028
PubChem CID
6287
1182
CHEBI ID
57762
CHEMBL
43068
Chemspider ID
6050
DrugBank ID
DB00161
KEGG ID
D00039
Unique Ingredient Identifier
4CA13A832H
Wikipedia Title
Valine
Flavis Number
17.028

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.7172735  H Acceptors
H Donor LogD (pH = 5.5) -1.9534721 
LogD (pH = 7.4) -1.9554411  Log P -1.9531364 
Molar Refractivity 29.4929 cm3 Polarizability 12.004493 Å3
Polar Surface Area 63.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -2.29  LOG S 0.26 
Solubility (Water) 2.14e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
1 M HCl: soluble0.5 M at 20 °C, clear, colorless expand Show data source
H2O: soluble25 mg/mL expand Show data source
Soluble expand Show data source
soluble in water expand Show data source
Apperance
powder expand Show data source
Melting Point
>295(subl.)°C expand Show data source
295-300 °C (subl.)(lit.) expand Show data source
298 °C decomp. expand Show data source
315°C expand Show data source
ca 315°C expand Show data source
Density
1.23 expand Show data source
1.23 g/ml expand Show data source
1.316 g/cm3 expand Show data source
Optical Rotation
[α]20/D +26.7 to +29.0°, c = 8 in 6 M HCl expand Show data source
[α]20/D +27.0±0.5°, c = 5% in 5 M HCl expand Show data source
[α]20/D +27±1°, c = 5% in 5 M HCl expand Show data source
+27 (c=5 in 5N HCl) expand Show data source
Absorption Wavelength
λ: 260 nm Amax: 0.15 expand Show data source
λ: 280 nm Amax: 0.1 expand Show data source
Hydrophobicity(logP)
-2.2 expand Show data source
pKa
2.32 (carboxyl), 9.62 (amino) expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Storage Warning
Irritant/Light Sensitive expand Show data source
RTECS
YV9361000 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
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
20-25°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% (NT) expand Show data source
≥99.5% (NT) expand Show data source
11.8-12.1% N basis 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
PharmaGrade 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
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download 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
≤0.05% expand Show data source
≤0.1% (as SO4) expand Show data source
Impurities
≤0.3% 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: ≤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: ≤100 mg/kg expand Show data source
Na: ≤200 mg/kg expand Show data source
NH4+: ≤150 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-): ≤50 mg/kg expand Show data source
sulfate (SO42-): ≤50 mg/kg expand Show data source
Biological Source
from non-animal source expand Show data source
Loss on Drying
≤0.05% loss on drying, 20 °C (HV) expand Show data source
≤0.1% loss on drying, 110 °C expand Show data source
Quality Level
GMP-COMPENDIA expand Show data source
λ
0.5 M in 1 M HCl expand Show data source
Product Line
BioUltra expand Show data source
Linear Formula
(CH3)2CHCH(NH2)CO2H expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Sigma Aldrich Sigma Aldrich Wikipedia Wikipedia TRC TRC
MP Biomedicals - 02104760 external link
Crystalline
Purity: 99%
MP Biomedicals - 02194769 external link
Cell Culture Reagent
Crystalline
Purity: 99%
DrugBank - DB00161 external link
Item Information
Drug Groups approved; nutraceutical
Description A branched-chain essential amino acid that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway. [PubChem]
Indication Promotes mental vigor, muscle coordination, and calm emotions. May also be of use in a minority of patients with hepatic encephalopathy and in some with phenylketonuria.
Pharmacology L-valine is a branched-chain essential amino acid (BCAA) that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway. Valine is one of three branched-chain amino acids (the others are leucine and isoleucine) that enhance energy, increase endurance, and aid in muscle tissue recovery and repair. This group also lowers elevated blood sugar levels and increases growth hormone production. Supplemental valine should always be combined with isoleucine and leucine at a respective milligram ratio of 2:1:2. It is an essential amino acid found in proteins; important for optimal growth in infants and for growth in children and nitrogen balance in adults. The lack of L-valine may influence the growth of body, cause neuropathic obstacle, anaemia. It has wide applications in the field of pharmaceutical and food industry.
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 - W527718 external link
Packaging
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle
Sigma Aldrich - V4638 external link
Packaging
Manufactured and packaged under cGMP
Sigma Aldrich - 94619 external link
Other Notes
Protects enzymes against heat inactivation1; As spacer in isotachophoresis of serum proteins2,3; Growth requirement of various microorganisms4
Sigma Aldrich - 50848 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
Sigma Aldrich - V0500 external link
包装
1 kg in poly bottle
1, 25, 100, 500 g in poly bottle
Sigma Aldrich - V0513 external link
包装
10 mg in autosmp vl
Toronto Research Chemicals - V094205 external link
L-Valine is an essential amino acid and one of 20 proteinogenic amino acids. L-Valine cannot be manufactured by the body and must be acquired through diet or supplementation. L-valine is found in grains, dairy products, mushrooms, meats, peanuts and soy p

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Choi, C.W. et al.: Anim. Feed Sci. Technol., 102, 15 (2002)
  • • Kolarski, D. et al.: Krmiva, 30, 155 (2002)
  • • Oba, M. et al.: J. Dairy Sci., 93, 2044 (2002)
  • • Mitrega, K. et al.: Pharmacol. Res., 64, 218 (2002)
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PATENTS

PATENTS

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INTERNET

INTERNET

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