D-Aspartic Acid

Identification

Name
D-Aspartic Acid
Accession Number
DB02655  (EXPT01114)
Type
Small Molecule
Groups
Experimental
Description

The D-isomer of aspartic acid. [PubChem]

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-97922
Categories
UNII
4SR0Q8YD1X
CAS number
1783-96-6
Weight
Average: 133.1027
Monoisotopic: 133.037507717
Chemical Formula
C4H7NO4
InChI Key
CKLJMWTZIZZHCS-UWTATZPHSA-N
InChI
InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1
IUPAC Name
(2R)-2-aminobutanedioic acid
SMILES
N[[email protected]](CC(O)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UThermolysinNot AvailableGeobacillus stearothermophilus
UL-asparaginaseNot AvailableErwinia chrysanthemi
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
HypoacetylaspartiaDisease
Canavan DiseaseDisease
Aspartate MetabolismMetabolic
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

David P. Pantaleone, Ian G. Fotheringham, Jennifer L. Ton, "Process and composition for preparing D-aspartic acid." U.S. Patent US5834259, issued November 10, 1998.

US5834259
General References
Not Available
External Links
Human Metabolome Database
HMDB06483
KEGG Compound
C00402
PubChem Compound
83887
PubChem Substance
46504502
ChemSpider
75697
BindingDB
31174
ChEBI
17364
ChEMBL
CHEMBL29757
HET
DAS
PDB Entries
1an1 / 1bfw / 1c4b / 1hg1 / 1ks7 / 1zea / 2kql / 2q33 / 2r5b / 2r5d
show 53 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility142.0 mg/mLALOGPS
logP-3.5ALOGPS
logP-3.5ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)1.7ChemAxon
pKa (Strongest Basic)9.61ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.53 m3·mol-1ChemAxon
Polarizability11.35 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.5825
Blood Brain Barrier-0.6594
Caco-2 permeable-0.8271
P-glycoprotein substrateNon-substrate0.7668
P-glycoprotein inhibitor INon-inhibitor0.9714
P-glycoprotein inhibitor IINon-inhibitor0.9916
Renal organic cation transporterNon-inhibitor0.9672
CYP450 2C9 substrateNon-substrate0.856
CYP450 2D6 substrateNon-substrate0.8541
CYP450 3A4 substrateNon-substrate0.7916
CYP450 1A2 substrateNon-inhibitor0.9605
CYP450 2C9 inhibitorNon-inhibitor0.9657
CYP450 2D6 inhibitorNon-inhibitor0.9547
CYP450 2C19 inhibitorNon-inhibitor0.973
CYP450 3A4 inhibitorNon-inhibitor0.9372
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity1.0
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.8906
BiodegradationReady biodegradable0.9088
Rat acute toxicity1.1037 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9849
hERG inhibition (predictor II)Non-inhibitor0.9795
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-00lr-3900000000-162904f2efeb4d9ec1b9
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-0079-9200000000-c986d1c1f93cfaaad024
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-00di-9000000000-a72e46d76472d24bc1c9
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as aspartic acid and derivatives. These are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Aspartic acid and derivatives
Alternative Parents
D-alpha-amino acids / Fatty acids and conjugates / Dicarboxylic acids and derivatives / Amino acids / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aspartic acid or derivatives / Alpha-amino acid / D-alpha-amino acid / Dicarboxylic acid or derivatives / Fatty acid / Amino acid / Carboxylic acid / Organic oxide / Organopnictogen compound / Primary amine
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
D-alpha-amino acid, aspartic acid (CHEBI:17364) / Other amino acids (C00402)

Targets

Kind
Protein
Organism
Geobacillus stearothermophilus
Pharmacological action
Unknown
General Function
Metalloendopeptidase activity
Specific Function
Extracellular zinc metalloprotease.
Gene Name
nprS
Uniprot ID
P43133
Uniprot Name
Thermolysin
Molecular Weight
60616.22 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kind
Protein
Organism
Erwinia chrysanthemi
Pharmacological action
Unknown
General Function
Asparaginase activity
Specific Function
Not Available
Gene Name
ansB
Uniprot ID
P06608
Uniprot Name
L-asparaginase
Molecular Weight
37574.855 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:17