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70-47-3 molecular structure
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(2S)-2-amino-3-carbamoylpropanoic acid

ChemBase ID: 59
Molecular Formular: C4H8N2O3
Molecular Mass: 132.11792
Monoisotopic Mass: 132.05349213
SMILES and InChIs

SMILES:
OC(=O)[C@@H](N)CC(=O)N
Canonical SMILES:
NC(=O)C[C@@H](C(=O)O)N
InChI:
InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1
InChIKey:
DCXYFEDJOCDNAF-REOHCLBHSA-N

Cite this record

CBID:59 http://www.chembase.cn/molecule-59.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-amino-3-carbamoylpropanoic acid
IUPAC Traditional name
L-asparagine
Brand Name
Agedoite
Altheine
Crystal VI
Synonyms
(-)-Asparagine
(S)-Asparagine
(S)-2,4-Diamino-4-oxobutanoic acid
a-Aminosuccinamic acid
2-Aminosuccinamic acid
Asn
Asparagine
Asparagine acid
Aspartic acid b-amide
Aspartic acid amide
Aspartamic acid
Asparamide
L-Aspartamine
L-2,4-Diamino-4-oxobutanoic acid
L-b-Asparagine
L-Asparagine anhydrous
(S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide
L-Asparagine
2-Amino-3-carbamoylpropanoic acid
Asparagine
(S)-2-Aminosuccinic acid 4-amide
L-Aspartic acid 4-amide
L-Asparagine
L-(+)-Asparagine
(S)-2-氨基琥珀酸-4-酰胺
L-天冬氨酸-4-酰胺
L-天冬酰胺
L-(+)-无水天冬酰胺酸
CAS Number
70-47-3
EC Number
200-735-9
MDL Number
MFCD00064401
Beilstein Number
1723527
Merck Index
14837
PubChem SID
24890831
24847033
24890464
46507804
160963522
PubChem CID
6267
236
CHEBI ID
17196
CHEMBL
58832
Chemspider ID
6031
DrugBank ID
DB03943
KEGG ID
C00152
Unique Ingredient Identifier
7NG0A2TUHQ
Wikipedia Title
Asparagine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 1.9985391  H Acceptors
H Donor LogD (pH = 5.5) -4.2879124 
LogD (pH = 7.4) -4.3236184  Log P -4.287831 
Molar Refractivity 28.3549 cm3 Polarizability 11.510928 Å3
Polar Surface Area 106.41 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -3.36  LOG S 0.1 
Solubility (Water) 1.68e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
29.4 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] expand Show data source
H2O: soluble0.1 M at 20 °C, clear, colorless expand Show data source
Melting Point
234-236°C expand Show data source
234-236°C dec. expand Show data source
235 °C (dec.)(lit.) expand Show data source
235°C expand Show data source
Optical Rotation
[α]20/D +28.3°, c = 13.2 in 1 M HCl expand Show data source
[α]20/D +35.0±0.5°, c = 5% in 5 M HCl expand Show data source
Absorption Wavelength
λ: 260 nm Amax: 0.07 expand Show data source
λ: 280 nm Amax: 0.06 expand Show data source
Hydrophobicity(logP)
-4.4 expand Show data source
pKa
2.02 (carboxyl), 8.8 (amino) expand Show data source
pH
4.0-5.5 (25 °C, 0.1 M in H2O) expand Show data source
Storage Condition
Room Temperature (15-30°C), Desiccate expand Show data source
Storage Warning
Hygroscopic expand Show data source
IRRITANT 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
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Download expand Show data source
German water hazard class
1 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
Purity
≥98% (TLC) expand Show data source
≥99.0% (NT) expand Show data source
≥99.5% (NT) expand Show data source
99% expand Show data source
Grade
certified reference material expand Show data source
TraceCERT® expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Suitability
suitable for cell culture expand Show data source
suitable for insect cell culture expand Show data source
Ignition Residue
≤0.05% (as SO4) expand Show data source
≤0.1% (as SO4) expand Show data source
Impurities
≤0.1% foreign amino acids expand Show data source
≤1% foreign amino acids 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: ≤200 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: ≤50 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
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-): ≤100 mg/kg expand Show data source
sulfate (SO42-): ≤50 mg/kg expand Show data source
Quality Level
ELITE expand Show data source
λ
0.1 M in H2O expand Show data source
Product Line
BioUltra expand Show data source
Linear Formula
H2NCOCH2CH(NH2)CO2H expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich DrugBank DrugBank
MP Biomedicals - 02100794 external link
Crystalline
Purity: 99%
MP Biomedicals - 02194630 external link
Cell Culture Reagent
Anhydrous
Crystalline
Purity: 99%
Sigma Aldrich - A0884 external link
包装
1 kg in poly bottle
10 mg in autosmp vl
25, 100, 500 g in poly bottle
Sigma Aldrich - 51363 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 - 11149 external link
Other Notes
As spacer in isotachophoresis1,2; Growth requirement of various microorganisms3.
DrugBank - DB00174 external link
Item Information
Drug Groups approved; nutraceutical
Description A non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. It is biosynthesized from aspartic acid and ammonia by asparagine synthetase. (From Concise Encyclopedia Biochemistry and Molecular Biology, 3rd ed)
Indication Used for nutritional supplementation, also for treating dietary shortage or imbalance.
Pharmacology A non-essential amino acid. Asparagine is critical for the production of the body's proteins, enzymes and muscle tissue. Supplements of this amino acid are claimed to balance nervous system function.
Affected Organisms
Humans and other mammals

REFERENCES

REFERENCES

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PATENTS

PATENTS

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