Identification
NameBeta-Hydroxyasparagine
Accession NumberDB04527  (EXPT00462)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
3-Hydroxyasparagine
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNII9J17BCS69U
CAS number16712-79-1
WeightAverage: 148.1173
Monoisotopic: 148.048406754
Chemical FormulaC4H8N2O4
InChI KeyVQTLPSCRBFYDNX-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[C@@H]([[email protected]](O)C(N)=O)C(O)=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Mannan-binding lectin serine protease 2ProteinunknownNot AvailableHumanO00187 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentAsparagine and derivatives
Alternative ParentsL-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
SubstituentsAsparagine 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
Molecular FrameworkAliphatic acyclic compounds
External Descriptorsnon-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 activation and to the formation of C3 convertase.
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 June 11, 2017 20:56