Beta-Alanine
PubChem CID: 239
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| Compound Synonyms | beta-alanine, 3-Aminopropanoic acid, 107-95-9, 3-Aminopropionic acid, Beta Alanine, Abufene, H-beta-Ala-OH, beta-Aminopropionic acid, 2-Carboxyethylamine, .beta.-Alanine, Alanine, beta-, beta-Ala, Propanoic acid, 3-amino-, 3-Aminopropionsaeure, beta-Aminopropionsaeure, B-ALANINE, omega-Aminopropionic acid, 3-Aminopropanoate, FEMA No. 3252, .beta.-Aminopropionic acid, 3-amino-propionic acid, NSC 7603, AI3-18470, b-Aminopropanoate, b-Aminopropionate, 3-Aminopropionate, b-Ala, EINECS 203-536-5, MFCD00008200, 3-amino-Propanoate, beta-Aminopropanoate, beta-Aminopropionate, Abufene (TN), omega-Aminopropionate, 11P2JDE17B, b-Aminopropanoic acid, b-Aminopropionic acid, 87867-95-6, CHEBI:16958, 3-amino-Propanoic acid, beta-Aminopropanoic acid, NSC-7603, ALANINE, .BETA.-, BETA-ALANINE [VANDF], .BETA.-ALANINE [MI], BETA ALANINE [USP-RS], BETA-ALANINE [WHO-DD], CHEMBL297569, .BETA.-ALANINE [FHFI], DTXSID0030823, NSC7603, EC 203-536-5, 3-Aminopropanoic Acid (beta-Alanine), 3 Aminopropionic Acid, BETA ALANINE (USP-RS), beta-alanin, PAMIDRONATE DISODIUM PENTAHYDRATE IMPURITY A [EP IMPURITY], beta-Alaine, ALANINE, BETA, UNII-11P2JDE17B, Alanine-beta, PAMIDRONATE DISODIUM PENTAHYDRATE IMPURITY A (EP IMPURITY), beta -alanine, beta- alanine, beta--alanine, 2Carboxyethylamine, beta-Alanine #, aminopropionic acid, 3Aminopropionsaeure, Beta Alanine, Pamidronate Disodium Pentahydrate Imp. A (EP), Pamidronate Imp. A (EP), Calcium Pantothenate Impurity A, Pamidronate Disodium Pentahydrate Impurity A, Pamidronate Impurity A, 3aminopropanoic acid, 3aminopropionic acid, A-Ala, betaAminopropionsaeure, betaaminopropionic acid, beta-Alanine, 99%, Tocris-0206, Propanoic acid, 3amino, Propanoic acid, amino-, , A-Alanine (Standard), H2NCH2CH2COOH, bmse000159, bmse000967, bmse001019, .omega.-Aminopropionic acid, BETA-ALANINE [INCI], Oprea1_583450, beta-Alanine, >=98%, FG, GTPL2365, DTXCID8010823, 3-aminopropanoic acidbeta-alanine, HY-N0230R, beta-Alanine (6CI,8CI,9CI), beta-Alanine, analytical standard, HY-N0230, STR03358, BBL037332, BDBM50000102, PDSP1_000144, PDSP2_000143, s5526, STK301638, AKOS000119659, CS-W020126, DB03107, FA10356, NCGC00024495-01, NCGC00024495-02, BP-10083, beta-Alanine, BioXtra, >=99.0% (NT), beta-Alanine, BioUltra, >=99.0% (NT), DB-022630, A0180, NS00009116, EN300-18046, C00099, D07561, F86478, Q310919, SR-01000597690, SR-01000597690-1, Z57127544, F2191-0213, 7CA041EF-5103-439A-9D84-1761529BA8DA, beta-Alanine, United States Pharmacopeia (USP) Reference Standard, Beta Alanine, Pharmaceutical Secondary Standard, Certified Reference Material, beta-Alanine, BioReagent, suitable for cell culture, suitable for insect cell culture, 203-536-5, 25513-34-2 |
|---|---|
| Topological Polar Surface Area | 63.3 |
| Hydrogen Bond Donor Count | 2.0 |
| Inchi Key | UCMIRNVEIXFBKS-UHFFFAOYSA-N |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Substituent Name | Beta amino acid or derivatives, Monocarboxylic acid or derivatives, Carboxylic acid, Hydrocarbon derivative, Primary amine, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Aliphatic acyclic compound |
| Synonyms | &beta, -alanine, &beta, -aminopropionic acid, «, omega», -aminopropionic acid, 2-Carboxyethylamine, 3-amino-Propanoate, 3-amino-Propanoic acid, 3-Aminopropanoate, 3-Aminopropionate, 3-Aminopropionic acid, Abufene, Abufene (TN), Alanine, &beta, , Alanine, beta, Alanine, beta-, B-alanine, b-Alanine, 9CI, B-aminopropanoate, B-aminopropanoic acid, B-aminopropionate, B-aminopropionic acid, BAL, BAla, Beta alanine, Beta-ala, Beta-alanine, beta-Alanine (6CI,8CI,9CI), beta-Alanine-beta-14C, Beta-aminopropanoate, Beta-aminopropanoic acid, Beta-aminopropionate, Beta-aminopropionic acid, FEMA 3252, H-b-Ala-OH, H-beta-Ala-OH, H-β-ala-OH, H2NCH2CH2COOH, Omega-aminopropionate, Omega-aminopropionic acid, Propanoic acid, 3-amino-, β-alanine, β-aminopropionate, β-aminopropionic acid, 3-Aminopropanoic acid, beta-Aminopropionic acid, b-Aminopropionate, b-Aminopropionic acid, beta-Aminopropionate, Β-aminopropionate, Β-aminopropionic acid, H-Β-ala-OH, b-Alanine, Β-alanine, 3-Amino-propanoate, 3-Amino-propanoic acid, b-Aminopropanoate, b-Aminopropanoic acid, beta Alanine, beta-Aminopropanoate, beta-Aminopropanoic acid, 3 Aminopropionic acid, β-Aminopropanoic acid, omega-Aminopropanoic acid, ω-Aminopropanoic acid, ω-Aminopropionic acid, beta-Alanine |
| Heavy Atom Count | 6.0 |
| Pathway Kegg Map Id | map00250, map00410, map00640, map00240 |
| Compound Name | Beta-Alanine |
| Kingdom | Organic compounds |
| Description | Widely distributed in plants including algae, fungi and many higher plants. Flavouring ingredient Beta-alanine is the only naturally occurring beta-amino acid - the amino group is at the β, -position from the carboxylate group. It is formed in vivo by the degradation of dihydrouracil and carnosine. It is a component of the naturally occurring peptides carnosine and anserine and also of pantothenic acid (Vitamin B-5) which itself is a component of coenzyme A. Under normal conditions, beta-alanine is metabolized into acetic acid. 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., Even though much weaker than glycine (and thus with a debated role as a physiological transmitter), ?-alanine is an agonist next in activity to the cognate ligant glycine itself, for strychnine-sensitive inhibitory glycine receptors (GlyRs) (the agonist order: glycine >, >, ?-alanine >, taurine >, >, alanine, L-serine >, proline)., L-Histidine, with a pKa of 6.1 is a relatively weak buffer over the physiological intramuscular pH range. However, when bound to other amino acids this increases nearer to 6.8-7.0. In particular, when bound to ?-alanine the pKa value is 6.83, making this a very efficient intramuscular buffer. Furthermore, because of the position of the beta amino group, ?-alanine dipeptides are not incorporated proteins and thus can be stored at relatively high concentrations (millimolar). Occurring at 17-25 mmol/kg (dry muscle), carnosine (?-alanyl-L-histidine) is an important intramuscular buffer, constituting 10-20% of the total buffering capacity in type I and II muscle fibres., ?-Alanine (or beta-alanine) is a naturally occurring beta amino acid, which are amino acids in which the amino group is at the ?-position from the carboxylate group (i.e., two atoms away, see Figure 1). The IUPAC name for ?-alanine would be 3-aminopropanoic acid. Unlike its normal counterpart, L-?-alanine, ?-alanine has no chiral center., ?-Alanine is not used in the biosynthesis of any major proteins or enzymes. It is formed in vivo by the degradation of dihydrouracil and carnosine. It is a component of the naturally occurring peptides carnosine and anserine and also of pantothenic acid (vitamin B5) which itself is a component of coenzyme A. Under normal conditions, ?-alanine is metabolized into acetic acid. Beta-alanine is a biomarker for the consumption of meat, especially red meat. 3-Aminopropanoic acid is found in many foods, some of which are blackcurrant, sour cherry, bitter gourd, and apple. |
| Exact Mass | 89.0477 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 89.0477 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 52.8 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 89.09 |
| Database Name | fooddb_chem_all;hmdb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Enzyme Uniprot Id | P80404, Q05329, Q99259 |
| Uniprot Id | P80404, P49189, P30838, P49419, P47895, P05091, P51648, P30837, Q96KN2, P22309, P48448, P43353, Q9UBR1, Q05329, Q99259, P31641, Q8TF71, A5YM72 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 3-aminopropanoic acid |
| Total Atom Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Total Bond Stereocenter Count | 0.0 |
| Class | Carboxylic acids and derivatives |
| Inchi | InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) |
| Smiles | C(CN)C(=O)O |
| Xlogp | -3.0 |
| Superclass | Organic acids and derivatives |
| Defined Bond Stereocenter Count | 0.0 |
| Subclass | Amino acids, peptides, and analogues |
| Taxonomy Direct Parent | Beta amino acids and derivatives |
| Molecular Formula | C3H7NO2 |
- 1. Outgoing r'ship
FOUND_INto/from Lycopersicon Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all - 3. Outgoing r'ship
FOUND_INto/from Momordica Charantia (Plant) Rel Props:Source_db:fooddb_chem_all - 4. Outgoing r'ship
FOUND_INto/from Prunus Cerasus (Plant) Rel Props:Source_db:fooddb_chem_all - 5. Outgoing r'ship
FOUND_INto/from Ribes Nigrum (Plant) Rel Props:Source_db:fooddb_chem_all