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Identification
NameBeta-Alanine
Accession NumberDB03107  (EXPT00624)
TypeSmall Molecule
GroupsExperimental
Description

An amino acid formed in vivo by the degradation of dihydrouracil and carnosine. Since neuronal uptake and neuronal receptor sensitivity to beta-alanine have been demonstrated, the compound may be a false transmitter replacing GAMMA-AMINOBUTYRIC ACID. A rare genetic disorder, hyper-beta-alaninemia, has been reported. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number107-95-9
WeightAverage: 89.0932
Monoisotopic: 89.047678473
Chemical FormulaC3H7NO2
InChI KeyUCMIRNVEIXFBKS-UHFFFAOYSA-N
InChI
InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)
IUPAC Name
3-aminopropanoic acid
SMILES
NCCC(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentBeta Amino Acids and Derivatives
Alternative parentsPolyamines; Carboxylic Acids; Enolates; Monoalkylamines; Alcohols and Polyols
Substituentscarboxylic acid; polyamine; enolate; primary aliphatic amine; primary amine; amine; alcohol; organonitrogen compound
Classification descriptionThis compound belongs to the beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
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
Pathways
PathwayCategorySMPDB ID
Methylmalonic Aciduria Due to Cobalamin-Related DisordersDiseaseSMP00201
Beta-Alanine MetabolismMetabolicSMP00007
GABA-Transaminase DeficiencyDiseaseSMP00351
Carnosinuria, carnosinemiaDiseaseSMP00493
Propanoate MetabolismMetabolicSMP00016
Malonic AciduriaDiseaseSMP00198
Malonyl-coa decarboxylase deficiencyDiseaseSMP00502
Aspartate MetabolismMetabolicSMP00067
Ureidopropionase deficiencyDiseaseSMP00492
HypoacetylaspartiaDiseaseSMP00192
Histidine MetabolismMetabolicSMP00044
Canavan DiseaseDiseaseSMP00175
HistidinemiaDiseaseSMP00191
Pyrimidine MetabolismMetabolicSMP00046
Dihydropyrimidinase DeficiencyDiseaseSMP00178
UMP Synthase Deiciency (Orotic Aciduria)DiseaseSMP00219
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy)DiseaseSMP00202
Beta Ureidopropionase DeficiencyDiseaseSMP00172
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9004
Blood Brain Barrier + 0.7989
Caco-2 permeable - 0.5996
P-glycoprotein substrate Non-substrate 0.7836
P-glycoprotein inhibitor I Non-inhibitor 0.9654
P-glycoprotein inhibitor II Non-inhibitor 0.9572
Renal organic cation transporter Non-inhibitor 0.8567
CYP450 2C9 substrate Non-substrate 0.8728
CYP450 2D6 substrate Non-substrate 0.7638
CYP450 3A4 substrate Non-substrate 0.7882
CYP450 1A2 substrate Non-inhibitor 0.9235
CYP450 2C9 substrate Non-inhibitor 0.9508
CYP450 2D6 substrate Non-inhibitor 0.9696
CYP450 2C19 substrate Non-inhibitor 0.9761
CYP450 3A4 substrate Non-inhibitor 0.9583
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9847
Ames test Non AMES toxic 0.8267
Carcinogenicity Non-carcinogens 0.7603
Biodegradation Ready biodegradable 0.9607
Rat acute toxicity 1.1302 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9149
hERG inhibition (predictor II) Non-inhibitor 0.9221
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point200 dec °CPhysProp
water solubility5.45E+005 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-3.05TSAI,RS ET AL. (1991)
pKa3.63 (at 5 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
Water Solubility494.0ALOGPS
logP-3.3ALOGPS
logP-3.2ChemAxon
logS0.74ALOGPS
pKa (Strongest Acidic)4.08ChemAxon
pKa (Strongest Basic)10.31ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity20.7 m3·mol-1ChemAxon
Polarizability8.62 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraGC-MSMS/MSLC-MS1D NMR2D NMR
References
Synthesis Reference

Erwin Grill, Ernst-Ludwig Winnacker, Meinhart H. Zenk, “Cysteine-rich peptides having gamma-glutamic acid and beta-alanine units, a process for their preparation and their use.” U.S. Patent US4883861, issued March, 1978.

US4883861
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00099
PubChem Compound239
PubChem Substance46507739
ChEBI16958
ChEMBL
Therapeutic Targets DatabaseDNC000556
IUPHAR2365
Guide to Pharmacology2365
HETBAL
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Pantothenate synthetase

Kind: protein

Organism: Mycobacterium tuberculosis

Pharmacological action: unknown

Components

Name UniProt ID Details
Pantothenate synthetase P0A5R0 Details

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
  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

Transporters

1. Monocarboxylate transporter 10

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Monocarboxylate transporter 10 Q8TF71 Details

References:

  1. Kim DK, Kanai Y, Matsuo H, Kim JY, Chairoungdua A, Kobayashi Y, Enomoto A, Cha SH, Goya T, Endou H: The human T-type amino acid transporter-1: characterization, gene organization, and chromosomal location. Genomics. 2002 Jan;79(1):95-103. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:20