Asparagine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Asparagine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Asparagine?

The molecule Asparagine presents a molecular formula of C4H8N2O3 and its IUPAC name is (2S)-2,4-diamino-4-oxobutanoic acid.

Asparagine is an amino acid that belongs in many foods. It is also a building block of proteins. The body uses asparagine to make other amino acids and to break down some amino acids. Asparagine is also needed for the proper functioning of the nervous system..

Asparagine belongs in many foods, such as beef, poultry, fish, eggs, dairy products, nuts, seeds, and soybeans. It is also found in some plant foods, such as asparagus, potatoes, and whole grains..

The body needs asparagine to make other amino acids and to break down some amino acids. Asparagine is also needed for the proper functioning of the nervous system..

Asparagine is not an essential amino acid, which means that the body can make it from other amino acids. However, some people may need to get asparagine from their diet. People who have certain medical conditions, such as cancer, may need to take asparagine supplements..

3D structure

Cartesian coordinates

Geometry of Asparagine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Asparagine DCXYFEDJOCDNAF-REOHCLBHSA-N chemical compound 2D structure molecule svg
Asparagine

 

Molecule descriptors

 
IUPAC name(2S)-2,4-diamino-4-oxobutanoic acid
InChI codeInChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1
InChI KeyDCXYFEDJOCDNAF-REOHCLBHSA-N
SMILESNC(=O)C[C@H](N)C(=O)O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (-)-asparagine
  • (2S)-2,4-diamino-4-oxobutanoic acid
  • (2S)-2-amino-3-carbamoylpropanoic acid
  • (S)-2,4-Diamino-4-oxobutanoate
  • (S)-2,4-diamino-4-oxobutanoic acid
  • (S)-2-Aminosuccinic acid 4-amide
  • (S)-2-amino-3-carbamoylpropanoic acid
  • (S)-asparagine
  • .alpha.-Aminosuccinamic acid
  • 064A401
  • 2,4-diamino-4-oxobutanoic acid, (S)-
  • 2-Aminosuccinamate
  • 2-Aminosuccinamic acid
  • 2-aminosuccinamic acid, L-
  • 3C28F6A9-E581-4255-ACCF-F75597AB288F
  • 4-imino-L-homoserine
  • 5Z33R5TKO7
  • 70-47-3
  • 7NG0A2TUHQ
  • A-9031
  • A0542
  • A937078
  • AC-4657
  • AM81554
  • ASN
  • ASN NH3+ COOH
  • ASPARAGINE (L) HYDRATE
  • Asn-OH
  • Asparagine
  • Asparagine anhydrous
  • Asparagine, L-
  • Asparagine, L- (8CI)
  • Asparamide
  • Aspartamate
  • Aspartamic acid
  • Aspartic acid .beta. amide
  • Aspartic acid b-amide
  • Aspartic acid beta amide
  • B2,4-(S)-diamino-4-oxo-utanoate
  • B2,4-(S)-diamino-4-oxo-utanoic acid
  • BDBM181137
  • BP-23453
  • C00152
  • CCG-266117
  • CS-0009702
  • Crystal VI
  • DB00174
  • F1905-7151
  • GTPL4533
  • H-Asn-2-Chlorotrityl Resin
  • H-Asn-OH
  • HSDB 7425
  • HY-N0667
  • L-(+)-Asparagine
  • L-(+)-Asparagine anhydrous
  • L-.beta.-Asparagine
  • L-2,4-Diamino-4-oxobutanoate
  • L-2,4-diamino-4-oxobutanoic acid
  • L-2-aminosuccinamic acid
  • L-Asn
  • L-Asparagin
  • L-Asparagine (9CI)
  • L-Asparagine (H-Asn-OH)
  • L-Asparagine anhydrous
  • L-Aspartamine
  • L-alpha-Aminosuccinamic Acid
  • L-asparagine
  • L-asparatamine
  • L-aspartic acid beta-amide
  • L-b-Asparagine
  • L-beta-asparagine
  • M02998
  • MFCD00064401
  • N-Lauryl-N-methyltaurine
  • NCGC00344576-01
  • NSC 82391
  • NSC-760099
  • NSC-82391
  • NSC760099
  • Nor Benzphetamine Hydrochloride
  • Pharmakon1600-01301002
  • Q29519883
  • STR07164
  • US9138393, L-Asparigine
  • US9144538, L-Asparigine
  • Z1270387291
  • a-Aminosuccinamate
  • a-Aminosuccinamic acid
  • agedoite
  • alpha Amminosuccinamate
  • alpha Amminosuccinamic acid
  • alpha-Aminosuccinamate
  • alpha-aminosuccinamic acid
  • altheine
  • asparagine
  • asparagine acid
  • aspargine
  • aspartic acid beta-amide
  • bmse000030
  • bmse000912
  • butanoic acid, 2,4-diamino-4-oxo-, (S)-
  • p-aminosalicylicacidmagnesiumsalt
  • s5571

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1532556
  • UNII-5Z33R5TKO7
  • AKOS006239067
  • DTXSID10883220
  • CHEMBL58832
  • CHEBI:17196
  • EINECS 200-735-9
  • SCHEMBL3126352

Physico-Chemical properties

IUPAC name(2S)-2,4-diamino-4-oxobutanoic acid
Molecular formulaC4H8N2O3
Molecular weight132.118
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity28.73
LogP-0.3
Topological polar surface area106.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.