Beta-Hydroxyasparagine

Identification

Name
Beta-Hydroxyasparagine
Accession Number
DB04527  (EXPT00462)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 3-Hydroxyasparagine
Categories
UNII
9J17BCS69U
CAS number
16712-79-1
Weight
Average: 148.1173
Monoisotopic: 148.048406754
Chemical Formula
C4H8N2O4
InChI Key
VQTLPSCRBFYDNX-LWMBPPNESA-N
InChI
InChI=1S/C4H8N2O4/c5-1(4(9)10)2(7)3(6)8/h1-2,7H,5H2,(H2,6,8)(H,9,10)/t1-,2-/m0/s1
IUPAC Name
(2S,3S)-2-amino-3-carbamoyl-3-hydroxypropanoic acid
SMILES
N[[email protected]@H]([[email protected]](O)C(N)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UMannan-binding lectin serine protease 2Not AvailableHuman
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
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
15991574
PubChem Substance
46504466
ChemSpider
13122509
ChEBI
58850
HET
AHB
PDB Entries
1dsr / 1nt0 / 2og7 / 2qc9 / 2zgd

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 Solubility97.1 mg/mLALOGPS
logP-3.2ALOGPS
logP-5ChemAxon
logS-0.18ALOGPS
pKa (Strongest Acidic)1.76ChemAxon
pKa (Strongest Basic)7.89ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area126.64 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity29.69 m3·mol-1ChemAxon
Polarizability12.51 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.679
Blood Brain Barrier+0.7711
Caco-2 permeable-0.8304
P-glycoprotein substrateNon-substrate0.857
P-glycoprotein inhibitor INon-inhibitor0.9554
P-glycoprotein inhibitor IINon-inhibitor0.9664
Renal organic cation transporterNon-inhibitor0.9799
CYP450 2C9 substrateNon-substrate0.8626
CYP450 2D6 substrateNon-substrate0.8523
CYP450 3A4 substrateNon-substrate0.7553
CYP450 1A2 substrateNon-inhibitor0.9175
CYP450 2C9 inhibitorNon-inhibitor0.9494
CYP450 2D6 inhibitorNon-inhibitor0.9467
CYP450 2C19 inhibitorNon-inhibitor0.9454
CYP450 3A4 inhibitorNon-inhibitor0.7728
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9919
Ames testNon AMES toxic0.7029
CarcinogenicityNon-carcinogens0.8029
BiodegradationReady biodegradable0.8685
Rat acute toxicity1.6106 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9992
hERG inhibition (predictor II)Non-inhibitor0.9816
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
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as asparagine and derivatives. These are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine 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
Asparagine and derivatives
Alternative Parents
L-alpha-amino acids / Short-chain hydroxy acids and derivatives / Beta hydroxy acids and derivatives / Monosaccharides / Fatty acids and conjugates / Fatty amides / Secondary alcohols / Primary carboxylic acid amides / Amino acids / Monocarboxylic acids and derivatives
show 6 more
Substituents
Asparagine or derivatives / Alpha-amino acid / L-alpha-amino acid / Beta-hydroxy acid / Short-chain hydroxy acid / Fatty amide / Hydroxy acid / Fatty acyl / Fatty acid / Monosaccharide
show 19 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
non-proteinogenic L-alpha-amino acid, L-asparagine derivative (CHEBI:50789)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Serum protease that plays an important role in the activation of the complement system via mannose-binding lectin. After activation by auto-catalytic cleavage it cleaves C2 and C4, leading to their...
Gene Name
MASP2
Uniprot ID
O00187
Uniprot Name
Mannan-binding lectin serine protease 2
Molecular Weight
75701.685 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:29