Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:18 UTC |
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Update date | 2020-09-17 15:38:14 UTC |
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Primary ID | FDB002253 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | 3-Aminopropanoic acid |
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Description | beta-Alanine, also known as 3-aminopropanoate or bala, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. beta-Alanine is a very strong basic compound (based on its pKa). beta-Alanine exists in all living species, ranging from bacteria to humans. beta-Alanine is a sweet and odorless tasting compound. Outside of the human body, beta-Alanine is found, on average, in the highest concentration within a few different foods, such as beers, blackcurrants, and garden tomato (var.). beta-Alanine has also been detected, but not quantified in, several different foods, such as apples, bitter gourds, carrots, and sour cherries. This could make beta-alanine a potential biomarker for the consumption of these foods. beta-Alanine is a potentially toxic compound. beta-Alanine, with regard to humans, has been found to be associated with several diseases such as methylmalonate semialdehyde dehydrogenase deficiency, lewy body disease, crohn's disease, and perillyl alcohol administration for cancer treatment; beta-alanine has also been linked to the inborn metabolic disorder dihydropyrimidine dehydrogenase deficiency. A naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position. |
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CAS Number | 107-95-9 |
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Structure | |
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Synonyms | Synonym | Source |
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3-Aminopropanoic acid | ChEBI | 3-Aminopropionic acid | ChEBI | BAla | ChEBI | beta-Aminopropionic acid | ChEBI | H-beta-Ala-OH | ChEBI | Omega-aminopropionic acid | ChEBI | 3-Aminopropanoate | Kegg | Abufene | Kegg | 3-Aminopropionate | Generator | b-Aminopropionate | Generator | b-Aminopropionic acid | Generator | beta-Aminopropionate | Generator | Β-aminopropionate | Generator | Β-aminopropionic acid | Generator | H-b-Ala-OH | Generator | H-Β-ala-OH | Generator | Omega-aminopropionate | Generator | b-Alanine | Generator | Β-alanine | Generator | 2-Carboxyethylamine | HMDB | 3-Amino-propanoate | HMDB | 3-Amino-propanoic acid | HMDB | b-Aminopropanoate | HMDB | b-Aminopropanoic acid | HMDB | beta Alanine | HMDB | beta-Aminopropanoate | HMDB | beta-Aminopropanoic acid | HMDB | 3 Aminopropionic acid | HMDB | β-Aminopropanoic acid | PhytoBank | omega-Aminopropanoic acid | PhytoBank | ω-Aminopropanoic acid | PhytoBank | ω-Aminopropionic acid | PhytoBank | beta-Alanine | PhytoBank | β-alanine | biospider | β-aminopropionic acid | biospider | «omega»-aminopropionic acid | biospider | 3-amino-Propanoate | biospider | 3-amino-Propanoic acid | biospider | Abufene (TN) | biospider | Alanine, β | biospider | Alanine, beta | biospider | Alanine, beta- | biospider | B-alanine | biospider | b-Alanine, 9CI | db_source | B-aminopropanoate | biospider | B-aminopropanoic acid | biospider | B-aminopropionate | biospider | B-aminopropionic acid | biospider | BAL | biospider | Beta alanine | biospider | Beta-ala | biospider | Beta-alanine | biospider | beta-Alanine (6CI,8CI,9CI) | biospider | beta-Alanine-beta-14C | biospider | Beta-aminopropanoate | biospider | Beta-aminopropanoic acid | biospider | Beta-aminopropionate | biospider | Beta-aminopropionic acid | biospider | FEMA 3252 | db_source | H-β-ala-OH | Generator | H2NCH2CH2COOH | biospider | Propanoic acid, 3-amino- | biospider | β-alanine | Generator | β-aminopropionate | Generator | β-aminopropionic acid | Generator |
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Predicted Properties | |
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Chemical Formula | C3H7NO2 |
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IUPAC name | 3-aminopropanoic acid |
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InChI Identifier | InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) |
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InChI Key | UCMIRNVEIXFBKS-UHFFFAOYSA-N |
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Isomeric SMILES | NCCC(O)=O |
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Average Molecular Weight | 89.0932 |
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Monoisotopic Molecular Weight | 89.047678473 |
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Classification |
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Description | Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Beta amino acids and derivatives |
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Alternative Parents | |
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Substituents | - Beta amino acid or derivatives
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Amine
- Organic oxide
- Hydrocarbon derivative
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Primary aliphatic amine
- Organic oxygen compound
- Carbonyl group
- Organic nitrogen compound
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Indirect biological role: Biological role: Environmental role: Industrial application: |
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Foods | Meats: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 40.44%; H 7.92%; N 15.72%; O 35.92% | DFC |
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Melting Point | Mp 200° (197-198°) | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | 545 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | -3.05 | TSAI,RS ET AL. (1991) |
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Experimental pKa | pKa2 10.1 (30°) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-001i-9000000000-be815b0a56f225da04d8 | 2014-09-20 | View Spectrum | GC-MS | 3-Aminopropanoic acid, 3 TMS, GC-MS Spectrum | splash10-007k-1920000000-9389ee061bd6e9ae3b22 | Spectrum | GC-MS | 3-Aminopropanoic acid, 3 TMS, GC-MS Spectrum | splash10-0fdt-2930000000-5799fddb7fac04d22372 | Spectrum | GC-MS | 3-Aminopropanoic acid, 3 TMS, GC-MS Spectrum | splash10-006t-1940000000-49f1b7c80f35cbcf102e | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-006t-2920000000-c701f2e5652fa4f35e50 | Spectrum | GC-MS | 3-Aminopropanoic acid, 3 TMS, GC-MS Spectrum | splash10-00di-8930000000-c4f8138d4cb7f1ea851a | Spectrum | GC-MS | 3-Aminopropanoic acid, 1 TMS, GC-MS Spectrum | splash10-014i-2900000000-c54f1d5878600393dca7 | Spectrum | GC-MS | 3-Aminopropanoic acid, 2 TMS, GC-MS Spectrum | splash10-0udi-1900000000-2f55a09bba074034dee7 | Spectrum | GC-MS | 3-Aminopropanoic acid, 3 TMS, GC-MS Spectrum | splash10-00ds-2940000000-4192453eaba2cbecf800 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-006t-1960000000-665868f9adaa275dbdb3 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-007k-1920000000-9389ee061bd6e9ae3b22 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-0fdt-2930000000-5799fddb7fac04d22372 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-006t-1940000000-49f1b7c80f35cbcf102e | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-006t-2920000000-c701f2e5652fa4f35e50 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-00di-8930000000-c4f8138d4cb7f1ea851a | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-00ds-2940000000-4192453eaba2cbecf800 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-014i-2900000000-c54f1d5878600393dca7 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-0udi-1900000000-2f55a09bba074034dee7 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-0udi-0900000000-efc0822e26bcf842e232 | Spectrum | GC-MS | 3-Aminopropanoic acid, non-derivatized, GC-MS Spectrum | splash10-0072-2920000000-284cff207c712b6698d6 | Spectrum | Predicted GC-MS | 3-Aminopropanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001i-9000000000-ad7f96b2c6a1f5183794 | Spectrum | Predicted GC-MS | 3-Aminopropanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0fk9-9700000000-d73baf312b8af27575b3 | Spectrum | Predicted GC-MS | 3-Aminopropanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 3-Aminopropanoic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 3-Aminopropanoic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 3-Aminopropanoic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-000i-9000000000-61740a52186a51b8543c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-000i-9000000000-1bdf967935160468d550 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-000i-9000000000-0ba5264cfc5ec108718b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-000i-9000000000-61740a52186a51b8543c | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-000i-9000000000-1bdf967935160468d550 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-000i-9000000000-0ba5264cfc5ec108718b | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-000i-9000000000-1c44f6e35a8ed7d36b09 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-799cbaba87e33fa5afde | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-000i-9000000000-86d934e6151015ddb810 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-00dl-9000000000-c30cc77c93e4ec09265a | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-000j-9000000000-540a52fcec629c0a0647 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-000b-9000000000-531b17f8e16896225186 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-0006-9000000000-c6a2c78d322328400127 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-00di-9000000000-d5f47100c42e7777802e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-001i-9000000000-e8f43be75c153e5be3cc | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-1004-9000100000-ccb09493216d97165c8d | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-00l7-9230000000-644b1dbe52c5f07e285a | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-0006-9000000000-ff4a990aa1fb1b7cc33d | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0006-9000000000-c6a2c78d322328400127 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-00di-9000000000-d5f47100c42e7777802e | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-001i-9000000000-e8f43be75c153e5be3cc | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-1004-9000100000-ccb09493216d97165c8d | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-00l7-9230000000-644b1dbe52c5f07e285a | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0006-9000000000-ff4a990aa1fb1b7cc33d | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-00dl-9000000000-363393d05fd6a4b82318 | 2021-09-20 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 125 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, experimental) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 234 |
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ChEMBL ID | CHEMBL297569 |
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KEGG Compound ID | C00099 |
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Pubchem Compound ID | 239 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16958 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB03107 |
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HMDB ID | HMDB00056 |
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CRC / DFC (Dictionary of Food Compounds) ID | CHQ52-J:CHQ52-J |
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EAFUS ID | 68 |
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Dr. Duke ID | BETA-ALANINE |
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BIGG ID | 33848 |
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KNApSAcK ID | C00001333 |
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HET ID | BAL |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1002211 |
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SuperScent ID | 239 |
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Wikipedia ID | beta-Alanine |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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avicide | 33289 | A substance used to destroy bird pests (class Aves). | DUKE | neurotoxic | 50910 | A poison that interferes with the functions of the nervous system. | DUKE |
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Enzymes | Name | Gene Name | UniProt ID |
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4-aminobutyrate aminotransferase, mitochondrial | ABAT | P80404 | Glutamate decarboxylase 2 | GAD2 | Q05329 | Glutamate decarboxylase 1 | GAD1 | Q99259 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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sweet |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| odorless |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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