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2749-11-3 molecular structure
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(2S)-2-aminopropanoic acid

ChemBase ID: 46
Molecular Formular: C3H7NO2
Molecular Mass: 89.09318
Monoisotopic Mass: 89.04767847
SMILES and InChIs

SMILES:
OC(=O)[C@@H](N)C
Canonical SMILES:
C[C@@H](C(=O)O)N
InChI:
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1
InChIKey:
QNAYBMKLOCPYGJ-REOHCLBHSA-N

Cite this record

CBID:46 http://www.chembase.cn/molecule-46.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-aminopropanoic acid
IUPAC Traditional name
L-alanine
Synonyms
(2S)-2-Aminopropanoic acid
(S)-(+)-Alanine
(S)-2-Aminopropanoic acid
(S)-Alanine
2-Aminopropanoic acid
2-Aminopropionic acid
a-Alanine
a-Aminopropionic acid
Alanine
L-(+)-Alanine
L-2-Aminopropanoic acid
L-2-Aminopropionic acid
L-a-Alanine
L-a-Aminopropionic acid
ALA
L-Alanine
L-ALANINE U.S.P.
A
L-Alanine
L-α-ALANINE
(S)-2-Aminopropionic acid
L-α-Aminopropionic acid
H-Ala-OH
L-2-AMINO-1-PROPANOL
(S)-2-氨基丙酸
L-α-氨基丙酸
L-丙胺酸
L-丙氨酸
CAS Number
2749-11-3
56-41-7
EC Number
200-273-8
MDL Number
MFCD00064410
Beilstein Number
1720248
Merck Index
14204
PubChem SID
46504866
24891241
160963509
24891260
24901893
24890849
PubChem CID
5950
FEMA ID
3818
Flavis Number
17.002

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.4748974  H Acceptors
H Donor LogD (pH = 5.5) -2.840927 
LogD (pH = 7.4) -2.843974  Log P -2.840788 
Molar Refractivity 20.4973 cm3 Polarizability 8.358352 Å3
Polar Surface Area 63.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -3.05  LOG S 0.7 
Solubility (Water) 4.47e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
164 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] expand Show data source
H2O: soluble100 mg/mL expand Show data source
Apperance
powder expand Show data source
Melting Point
>297°C expand Show data source
ca 295°C dec. expand Show data source
Density
1.40 g/ml expand Show data source
1.432 expand Show data source
Optical Rotation
[α]20/D +13.5 to +15.5°, c = 10 in 6 M HCl expand Show data source
[α]20/D +13.5±1°, c = 5% in 5 M HCl expand Show data source
[α]20/D +14.5°, c = 10 in 6 M HCl expand Show data source
+14 (c=5 in 5N HCl) expand Show data source
Hydrophobicity(logP)
-2.8 expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Room Temperature (15-30°C), Protect from light expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
AY2990000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
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German water hazard class
1 expand Show data source
Risk Statements
R:36/37/38 expand Show data source
Safety Statements
S:20-25-26-37/39 expand Show data source
TSCA Listed
false expand Show data source
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
Gene Information
human ... CA1(759), CA2(760) expand Show data source
Purity
≥98% (TLC) expand Show data source
≥98.0% (NT) expand Show data source
≥98.5% expand Show data source
≥99% expand Show data source
≥99.0% expand Show data source
98% expand Show data source
98.5% expand Show data source
99% expand Show data source
Grade
certified reference material expand Show data source
EP expand Show data source
PharmaGrade expand Show data source
purum 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
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
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Suitability
meets EP, USP testing specifications expand Show data source
suitable for cell culture expand Show data source
suitable for manufacturing use expand Show data source
Impurities
endotoxin, tested expand Show data source
Biological Source
from non-animal source expand Show data source
Loss on Drying
≤0.5% loss on drying expand Show data source
Quality Level
GMP-COMPENDIA expand Show data source
Empirical Formula (Hill Notation)
C3H7NO2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich DrugBank DrugBank
MP Biomedicals - 02100287 external link
Crystalline
Purity: 98.5%
MP Biomedicals - 02194617 external link
Cell Culture Reagent
Crystalline
MP Biomedicals - 05203557 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - W381829 external link
Packaging
1 kg in poly bottle
100 g in poly bottle
Sigma Aldrich - 44526 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 - A7627 external link
包装
1 g in poly tube
1 kg in poly bottle
100, 500 g in poly bottle
Biochem/physiol Actions
Alanine is a nonessential amino acid that plays a key role in the glucose-alanine cycle between muscle tissue and the liver. In amino acid-degrading tissues such as muscle, amino groups are pooled as glutamate by transamination reactions. The amino group of glutamate is transferred to pyruvate via alanine aminotransferase, forming alanine and α-ketoglutarate. The alanine is passed into the blood and transported to the liver. This reaction is reversed in the liver where pyruvate can be used in gluconeogenesis to form glucose, which may return to other tissues through the circulatory system. Increased alanine levels correlate with higher blood pressure, energy intake, cholesterol levels, and body mass index.
Sigma Aldrich - A26802 external link
Packaging
25 g in poly bottle
Sigma Aldrich - A7469 external link
包装
10 mg in autosmp vl
Biochem/physiol Actions
L-Alanine is a nonessential amino acid which is highly concentrated in muscle. It is a key player in the Glucose-Alanine cycle, which enables the removal of pyruvate and glutamate from muscle to the liver. Once in the liver, glucose is regenerated from pyruvate and returned to the muscle while glutamate ultimately participates in the urea cycle to form urea. The Glucose-Alanine cycle aides to conserve ATP in muscle for muscle contraction, while the energy burden of gluconeogenesis is imposed upon the liver.
Sigma Aldrich - A4349 external link
Packaging
Manufactured and Packaged under cGMP
DrugBank - DB00160 external link
Item Information
Drug Groups approved; nutraceutical
Description A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and the central nervous system. [PubChem]
Indication Used for protein synthesis.
Pharmacology Is an important source of energy for muscle tissue, the brain and central nervous system; strengthens the immune system by producing antibodies; helps in the metabolism of sugars and organic acids.
Affected Organisms
Humans and other mammals

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • ɑ-Amino acids can be converted to the corresponding ɑ-chloro acids with a high degree of retention of configuration, by diazotization in the presence of HCl: J. Am. Chem. Soc., 76, 6054 (1954). The intermediate is thought to be a rigid oxiranone which prevents racemization. For an improved technique and list of examples, see: Org. Synth. Coll., 8, 119 (1993):
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PATENTS

PATENTS

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