.BETA.-ALANINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H7NO2
Molecular Weight	89.0932
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCC(O)=O

InChI

InChIKey=UCMIRNVEIXFBKS-UHFFFAOYSA-N

InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)

HIDE SMILES / InChI

Molecular Formula	C3H7NO2
Molecular Weight	89.0932
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20540981

Beta-alanine is an endogenous agonist of glycine receptor, which is used a supplementation among competitive athletes participating in a range of different sports. Beta-alanine has been shown to enhance muscular endurance and its supplementation appears to be most effective for exercise tasks that rely heavily on ATP synthesis from anaerobic glycolysis.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glycine receptor subunit alpha-1 24 Target ID: P23415 Gene ID: 2741.0 Gene Symbol: GLRA1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/28501123	Agonist 2678
Glycine receptor subunit alpha-2 8 Target ID: P23416 Gene ID: 2742.0 Gene Symbol: GLRA2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/28501123	Agonist 2678
Glycine receptor subunit alpha-3 10 Target ID: O75311 Gene ID: 8001.0 Gene Symbol: GLRA3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/28501123	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Survivability of biomolecules during extraterrestrial delivery: new results on pyrolysis of amino acids and poly-amino acids.	2001	11605637
Expression and properties of human liver beta-ureidopropionase.	2001 Apr	11508704
Influence of dietary protein levels on beta-alanine aminotransferase expression and activity in rats.	2001 Aug	11767207
Covalent modification of glassy carbon electrodes with beta-alanine for voltammetric separation of dopamine and ascorbic acid.	2001 Aug	11708097
Metabonomic investigations into hydrazine toxicity in the rat.	2001 Aug	11511171
Does the activation of poly (ADP-ribose) synthetase mediate tissue injury in the sepsis induced by cecal ligation and puncture?	2001 Aug	11508866
Genetic variability of the postharvest pathogen Gilbertella persicaria: identification of randomly amplified polymorphic DNA (RAPD) markers correlating with (+) and (-) mating types.	2001 Dec	11827216
Detection of beta-ureidopropionase deficiency with HPLC-electrospray tandem mass spectrometry and confirmation of the defect at the enzyme level.	2001 Dec	11804209
Modulation of GABA(A) receptor channel gating by pentobarbital.	2001 Dec 15	11744750
Identification and characterization of a novel member of the heterodimeric amino acid transporter family presumed to be associated with an unknown heavy chain.	2001 Dec 28	11591708
Subfractionation of ficoll gradient purified synaptosomes: GABA uptake by the subfractions.	2001 Jul	11699336
[In vitro and in vivo activities of panipenem against penicillin-resistant Streptococcus pneumoniae].	2001 Jul	11560055
Pantothenate synthetase from Fusarium oxysporum f. sp. lycopersici is induced by alpha-tomatine.	2001 Jul	11523810
Biodistribution of [11C] methylaminoisobutyric acid, a tracer for PET studies on system A amino acid transport in vivo.	2001 Jul	11504081
Oxygen K-edge X-ray absorption near edge structures (XANES) of sublimated films of amino acids.	2001 Mar 1	11512703
Putative glycine receptors in Hydra: a biochemical and behavioural study.	2001 Nov	11860460
Taurine, cardiopulmonary hemodynamics, and pulmonary hypertension syndrome in broilers.	2001 Nov	11732678
Serotonin-1B receptor-mediated inhibition of [(3)H]GABA release from rat ventral tegmental area slices.	2001 Nov	11723184
Intrauterine low protein diet increases fetal beta-cell sensitivity to NO and IL-1 beta: the protective role of taurine.	2001 Nov	11691650
3-Ureidopropionate contributes to the neuropathology of 3-ureidopropionase deficiency and severe propionic aciduria: a hypothesis.	2001 Nov 15	11746386
Role of taurine in regulation of intracellular calcium level and neuroprotective function in cultured neurons.	2001 Nov 15	11746381
Synthesis and anticonvulsant activity of N,N-phthaloyl derivatives of central nervous system inhibitory amino acids.	2001 Oct	11759171
Bis(beta-alaninium) biphenyl-4,4'-disulfonate.	2001 Oct	11600790
GAT2/BGT-1 as a system responsible for the transport of gamma-aminobutyric acid at the mouse blood-brain barrier.	2001 Oct	11598501
Efflux of a suppressive neurotransmitter, GABA, across the blood-brain barrier.	2001 Oct	11595763
Steady-state and pre-steady-state kinetic analysis of Mycobacterium tuberculosis pantothenate synthetase.	2001 Oct 30	11669627
Behavioral consequences of the hypotaurine-ethanol interaction.	2001 Oct-Nov	11701205
In vitro and in vivo inhibition of muscle lipid and protein oxidation by carnosine.	2001 Sep	11716361
[Beta-alanine aminotransferases on pyrimidine catabolism].	2001 Sep	11675999
Creatine transport in brush-border membrane vesicles isolated from rat kidney cortex.	2001 Sep	11518774
Regulation of glutamate transport and transport proteins in a placental cell line.	2001 Sep	11502579
The enantioselective immunoaffinity extraction of an optically active ibuprofen-modified peptide fragment.	2001 Sep 1	11520033
Beta-scorpion toxin induces the release of gamma-[3 H]aminobutyric acid in rat brain slices.	2001 Sep 17	11588601
Attenuation of bacterial lipopolysaccharide-induced hepatotoxicity by betaine or taurine in rats.	2002 Apr	11893413
5-fluorocytosine-related bone-marrow depression and conversion to fluorouracil: a pilot study.	2002 Feb	11903511
Formation of carnosine-Cu(II) complexes prevents and reverts the inhibitory action of copper in P2X4 and P2X7 receptors.	2002 Feb	11841570
Pharmacological characterization of SC-57461A (3-[methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic acid HCl), a potent and selective inhibitor of leukotriene A(4) hydrolase II: in vivo studies.	2002 Feb	11805220
Pharmacological characterization of SC-57461A (3-[methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic acid HCl), a potent and selective inhibitor of leukotriene A(4) hydrolase I: in vitro studies.	2002 Feb	11805219
Beta-alanine and taurine as endogenous agonists at glycine receptors in rat hippocampus in vitro.	2002 Feb 15	11850512
Generation of an LFA-1 antagonist by the transfer of the ICAM-1 immunoregulatory epitope to a small molecule.	2002 Feb 8	11834839
Design and synthesis of a series of indole glycoprotein IIb/IIIa inhibitors.	2002 Jan	11841874
Activation of P2X(7) receptors induced [(3)H]GABA release from the RBA-2 type-2 astrocyte cell line through a Cl(-)/HCO(3)(-)-dependent mechanism.	2002 Jan	11746779
Physiological importance of system A-mediated amino acid transport to rat fetal development.	2002 Jan	11742808
Glutamine uptake by neurons: interaction of protons with system a transporters.	2002 Jan 1	11756489
New crown-shaped polyoxovanadium(V) cluster cation with a mu(6)-sulfato anion and zwitterionic mu-(beta-alanine): crystal structure of [V(6)O(12)(OH)(3)(O(2)CCH(2)CH(2)NH(3))(3)(SO(4))][Na][SO(4)].13H(2)O.	2002 Jan 14	11782136
Non-peptide alpha(v)beta(3) antagonists. Part 3: identification of potent RGD mimetics incorporating novel beta-amino acids as aspartic acid replacements.	2002 Jan 7	11738567
Protection effects of Taurine supplementation against cisplatin-induced nephrotoxicity in rats.	2002 Mar	11901256
Reactivity of amino acids in nitrosation reactions and its relation to the alkylating potential of their products.	2002 Mar 13	11878971
Hairpin versus extended DNA binding of a substituted beta-alanine linked polyamide.	2002 Mar 13	11878968
Neurolathyrism: mitochondrial dysfunction in excitotoxicity mediated by L-beta-oxalyl aminoalanine.	2002 May	11850107

Patents

Sample Use Guides

In Vivo Use Guide

28 days 6 g·d-1 supplementation

Route of Administration: Oral

In Vitro Use Guide

The effect of β-alanine mediated inhibition of parathyroid hormone 1 receptor (PTHR1), suppresses the proliferation, invasion, and tumorigenesis in metastatic human osteosarcoma U2OS cells was studied. Cell survival rate was reduced 96.54, 91.23, 84.62, 76.42 and 69.72% following incubation of β-alanine at 50-250 mM respectively. Annexin-V/propidium iodide (PI) staining showed a reduced level of viable cells (71.37%) at 250 mM of β-alanine. U2OS cell proliferation, adhesion, invasion, and migration were decreased following incubation with β-alanine. Matrix metalloproteinases-2/9 (MMP-2/9) mRNA expression was reduced, whereas tissue inhibitors of metalloproteinases-1/2 (TIMP-1/2) mRNA expression was increased remarkably. The mRNA and protein of PTHR1 were reduced in the cells following incubation with β-alanine.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:55:24 GMT 2023` Edited by `admin` on `Fri Dec 15 15:55:24 GMT 2023`
Record UNII	11P2JDE17B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

.BETA.-ALANINE

Systematic Name

English

.BETA.-AMINOPROPIONIC ACID

Systematic Name

English

PAMIDRONATE DISODIUM PENTAHYDRATE IMPURITY A [EP IMPURITY]

Common Name

English

NSC-7603

Code

English

3-AMINOPROPIONIC ACID

Systematic Name

English

BETA-ALANINE

Official Name

English

BETA-ALANINE [VANDF]

Common Name

English

ALANINE, BETA-

Systematic Name

English

BETA-ALANINE [INCI]

Common Name

English

.BETA.-ALANINE [FHFI]

Common Name

English

BETA ALANINE [USP-RS]

Common Name

English

Beta-alanine [WHO-DD]

Common Name

English

.BETA.-ALANINE [MI]

Common Name

English

BETA ALANINE

Common Name

English

ALANINE, .BETA.-

Systematic Name

English

3-AMINOPROPANOIC ACID

Systematic Name

English

FEMA NO. 3252

Code

English

Classification Tree Code System Code

LOINC

16452-5