CHEBI:16303 - 3-amino-L-alanine

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ChEBI Name 3-amino-L-alanine
ChEBI ID CHEBI:16303
ChEBI ASCII Name 3-amino-L-alanine
Definition A 3-aminoalanine that has S configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:21190, CHEBI:42159, CHEBI:6153
Supplier Information ZINC000096014537
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Ammonia is an inorganic chemical compound of nitrogen and hydrogen with the formula NH3. A stable binary hydride and the simplest pnictogen hydride, ammonia is a colourless gas with a distinctive pungent smell. Biologically, it is a common nitrogenous waste, and it contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to fertilisers. Around 70% of ammonia produced industrially is used to make fertilisers in various forms and composition, such as urea and diammonium phosphate. Ammonia in pure form is also applied directly into the soil. Ammonia, either directly or indirectly, is also a building block for the synthesis of many chemicals. Ammonia occurs in nature and has been detected in the interstellar medium. In many countries, it is classified as an extremely hazardous substance. Ammonia is toxic, causing damage to cells and tissues. For this reason it is excreted by most animals in the urine, in the form of dissolved urea. Ammonia is produced biologically in a process called nitrogen fixation, but even more is generated industrially by the Haber process. The process helped revolutionize agriculture by providing cheap fertilizers. The global industrial production of ammonia in 2021 was 235 million tonnes. Industrial ammonia is transported by road in tankers, by rail in tank wagons, by sea in gas carriers, or in cylinders. Ammonia boils at −33.34 °C (−28.012 °F) at a pressure of one atmosphere, but the liquid can often be handled in the laboratory without external cooling. Household ammonia or ammonium hydroxide is a solution of ammonia in water.
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Formula C3H8N2O2
Net Charge 0
Average Mass 104.10790
Monoisotopic Mass 104.05858
InChI InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1
InChIKey PECYZEOJVXMISF-REOHCLBHSA-N
SMILES NC[C@H](N)C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via 3-aminoalanine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-amino-L-alanine (CHEBI:16303) is a 3-aminoalanine (CHEBI:18383)
3-amino-L-alanine (CHEBI:16303) is a L-alanine derivative (CHEBI:83943)
3-amino-L-alanine (CHEBI:16303) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
3-amino-L-alanine (CHEBI:16303) is conjugate acid of 3-amino-L-alaninate (CHEBI:13043)
3-amino-L-alanine (CHEBI:16303) is conjugate base of 3-ammonio-L-alanine (CHEBI:42164)
3-amino-L-alanine (CHEBI:16303) is conjugate base of 3-ammonio-L-alanine(1+) (CHEBI:84374)
3-amino-L-alanine (CHEBI:16303) is enantiomer of 3-amino-D-alanine (CHEBI:136598)
3-amino-L-alanine (CHEBI:16303) is tautomer of 3-amino-L-alanine zwitterion (CHEBI:57721)
Incoming 2-[(L-alanin-3-ylcarbamoyl)methyl]-2-hydroxybutanedioate(2−) (CHEBI:142969) has functional parent 3-amino-L-alanine (CHEBI:16303)
3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine (CHEBI:85509) has functional parent 3-amino-L-alanine (CHEBI:16303)
N(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acid (CHEBI:74407) has functional parent 3-amino-L-alanine (CHEBI:16303)
N3-fumaramoyl-(S)-2,3-diaminopropanoic acid (CHEBI:85347) has functional parent 3-amino-L-alanine (CHEBI:16303)
N3-fumaroyl-(S)-2,3-diaminopropanoic acid (CHEBI:85346) has functional parent 3-amino-L-alanine (CHEBI:16303)
dapdiamide (CHEBI:85331) has functional parent 3-amino-L-alanine (CHEBI:16303)
3-ammonio-L-alanine (CHEBI:42164) is conjugate acid of 3-amino-L-alanine (CHEBI:16303)
3-ammonio-L-alanine(1+) (CHEBI:84374) is conjugate acid of 3-amino-L-alanine (CHEBI:16303)
3-amino-L-alaninate (CHEBI:13043) is conjugate base of 3-amino-L-alanine (CHEBI:16303)
3-amino-D-alanine (CHEBI:136598) is enantiomer of 3-amino-L-alanine (CHEBI:16303)
3-amino-L-alanine residue (CHEBI:42155) is substituent group from 3-amino-L-alanine (CHEBI:16303)
3-amino-L-alanine zwitterion (CHEBI:57721) is tautomer of 3-amino-L-alanine (CHEBI:16303)
IUPAC Names
(2S)-2,3-diaminopropanoic acid
3-amino-L-alanine
Synonyms Sources
Dpr ChEBI
L-2,3-Diaminopropanoate KEGG COMPOUND
L-2,3-Diaminopropanoic acid KEGG COMPOUND
L-2,3-Diaminopropionate KEGG COMPOUND
L-2,3-Diaminopropionic acid KEGG COMPOUND
Manual Xrefs Databases
2,3-Diaminopropionic_acid Wikipedia
C03401 KEGG COMPOUND
DPP PDBeChem
View more database links
Registry Numbers Types Sources
1721400 Reaxys Registry Number Reaxys
4033-39-0 CAS Registry Number ChemIDplus
Citation Type Source
22182933 PubMed citation Europe PMC
Last Modified
25 November 2019