Asparagine

Template:Sm-Asparagine
Ball-and-stick model	Space-filling model
Names
	IUPAC name Asparagine
	Other names 2-Amino-3-carbamoylpropanoic acid
Identifiers
CAS Number	70-47-3 ;
3D model (JSmol)	Interactive image; Zwitterion: Interactive image;
ChEBI	CHEBI:17196 ;
ChEMBL	ChEMBL58832 ;
ChemSpider	6031 ;
DrugBank	DB03943 ;
ECHA InfoCard	100.019.565
EC Number	200-735-9;
IUPHAR/BPS	4533;
KEGG	C00152 ;
PubChem CID	236;
UNII	5Z33R5TKO7 ;
CompTox Dashboard (EPA)	DTXSID30859927 ;
	SMILES O=C(N)C[C@H](N)C(=O)O; Zwitterion: O=C(N)C[C@H]([NH3+])C(=O)[O-];
Properties
Chemical formula	C4H8N2O3
Molar mass	132.12 g·mol−1
Appearance	white crystals
Density	1.543 g/cm3
Melting point	234 °C (453 °F; 507 K)
Boiling point	438 °C (820 °F; 711 K)
Solubility in water	2.94 g/100 mL
Solubility	soluble in acids, bases, negligible in methanol, ethanol, ether, benzene
log P	−3.82
Acidity (pKa)	2.1 (carboxyl; 20 °C, H2O); 8.80 (amino; 20 °C, H2O)[1];
Magnetic susceptibility (χ)	-69.5·10−6 cm3/mol
Structure
Crystal structure	orthorhombic
Thermochemistry
Std enthalpy of; formation ΔfHo298	−789.4 kJ/mol
Hazards
	0 1 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Asparagine is an non-essential amino acid. Our bodies can make it. It is used in the biosynthesis of proteins.

References

Haynes WM, ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.

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