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Identification
NameD-Asparagine
Accession NumberDB03943  (EXPT01274)
Typesmall molecule
Groupsexperimental
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)

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number2058-58-4
WeightAverage: 132.1179
Monoisotopic: 132.053492132
Chemical FormulaC4H8N2O3
InChI KeyInChIKey=DCXYFEDJOCDNAF-UWTATZPHSA-N
InChI
InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1
IUPAC Name
(2R)-2-amino-3-carbamoylpropanoic acid
SMILES
N[C@H](CC(N)=O)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentAlpha Amino Acids and Derivatives
Alternative parentsAmino Fatty Acids; Primary Carboxylic Acid Amides; Polyamines; Carboxylic Acids; Enolates; Monoalkylamines
Substituentscarboxamide group; primary carboxylic acid amide; polyamine; enolate; carboxylic acid; amine; primary amine; primary aliphatic amine; organonitrogen compound
Classification descriptionThis compound belongs to the alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.5517
Blood Brain Barrier + 0.8465
Caco-2 permeable - 0.8457
P-glycoprotein substrate Non-substrate 0.8088
P-glycoprotein inhibitor I Non-inhibitor 0.9513
P-glycoprotein inhibitor II Non-inhibitor 0.9935
Renal organic cation transporter Non-inhibitor 0.9753
CYP450 2C9 substrate Non-substrate 0.8403
CYP450 2D6 substrate Non-substrate 0.8337
CYP450 3A4 substrate Non-substrate 0.7705
CYP450 1A2 substrate Non-inhibitor 0.9617
CYP450 2C9 substrate Non-inhibitor 0.9717
CYP450 2D6 substrate Non-inhibitor 0.9669
CYP450 2C19 substrate Non-inhibitor 0.9763
CYP450 3A4 substrate Non-inhibitor 0.9079
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9922
Ames test Non AMES toxic 0.6386
Carcinogenicity Non-carcinogens 0.8619
Biodegradation Ready biodegradable 0.8549
Rat acute toxicity 1.4003 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9979
hERG inhibition (predictor II) Non-inhibitor 0.9786
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.68e+02 g/lALOGPS
logP-3.4ALOGPS
logP-4.3ChemAxon
logS0.1ALOGPS
pKa (strongest acidic)2ChemAxon
pKa (strongest basic)8.43ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count3ChemAxon
polar surface area106.41ChemAxon
rotatable bond count3ChemAxon
refractivity28.35ChemAxon
polarizability11.77ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Hans Iding, “Process for the preparation of D-asparagine derivatives.” U.S. Patent US20010049127, issued December 06, 2001.

US20010049127
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC01905
ChEBI28159
ChEMBL
HETDSG
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:23