Chemical Formula: C4H8N2O3

Chemical Formula C4H8N2O3

Found 79 metabolite its formula value is C4H8N2O3

3-ureidopropionate

3-[(Aminocarbonyl)amino]propanoic acid

C4H8N2O3 (132.05348980000002)


Ureidopropionic acid, also known as 3-ureidopropanoate or N-carbamoyl-beta-alanine, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Ureidopropionic acid is an intermediate in the metabolism of uracil. More specifically, it is a breakdown product of dihydrouracil and is produced by the enzyme dihydropyrimidase. It is further decomposed into beta-alanine via the enzyme beta-ureidopropionase. Ureidopropionic acid is essentially a urea derivative of beta-alanine. High levels of ureidopropionic acid are found in individuals with beta-ureidopropionase (UP) deficiency (PMID: 11675655). Enzyme deficiencies in pyrimidine metabolism are associated with a risk for severe toxicity against the antineoplastic agent 5-fluorouracil. Ureidopropionic acid has been detected, but not quantified in, several different foods, such as gram beans, broccoli, climbing beans, oriental wheat, and mandarin orange (clementine, tangerine). This could make ureidopropionic acid a potential biomarker for the consumption of these foods. N-Carbamoyl-β-alanine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=462-88-4 (retrieved 2024-07-01) (CAS RN: 462-88-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ureidopropionic acid (3-Ureidopropionic acid) is an intermediate in the metabolism of uracil.

   

Asparagine

(2S)-2-Amino-3-carbamoylpropanoic acid

C4H8N2O3 (132.05348980000002)


Asparagine (Asn) or L-asparagine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-asparagine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Asparagine is found in all organisms ranging from bacteria to plants to animals. In humans, asparagine is not an essential amino acid, which means that it can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. The precursor to asparagine is oxaloacetate. Oxaloacetate is converted to aspartate using a transaminase enzyme. This enzyme transfers the amino group from glutamate to oxaloacetate producing alpha-ketoglutarate and aspartate. The enzyme asparagine synthetase produces asparagine, AMP, glutamate, and pyrophosphate from aspartate, glutamine, and ATP. In the asparagine synthetase reaction, ATP is used to activate aspartate, forming beta-aspartyl-AMP. Glutamine donates an ammonium group which reacts with beta-aspartyl-AMP to form asparagine and free AMP. Since the asparagine side chain can make efficient hydrogen bond interactions with the peptide backbone, asparagines are often found near the beginning and end of alpha-helices, and in turn motifs in beta sheets. Its role can be thought as "capping" the hydrogen bond interactions which would otherwise need to be satisfied by the polypeptide backbone. Asparagine also provides key sites for N-linked glycosylation, a modification of the protein chain that is characterized by the addition of carbohydrate chains. A reaction between asparagine and reducing sugars or reactive carbonyls produces acrylamide (acrylic amide) in food when heated to sufficient temperature (i.e. baking). These occur primarily in baked goods such as French fries, potato chips, and roasted coffee. Asparagine was first isolated in 1806 from asparagus juice --hence its name. Asparagine was the first amino acid to be isolated. The smell observed in the urine of some individuals after the consumption of asparagus is attributed to a byproduct of the metabolic breakdown of asparagine, asparagine-amino-succinic-acid monoamide. However, some scientists disagree and implicate other substances in the smell, especially methanethiol. [Spectral] L-Asparagine (exact mass = 132.05349) and L-Aspartate (exact mass = 133.03751) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. One of the nonessential amino acids. Dietary supplement, nutrient. Widely distributed in the plant kingdom. Isolated from asparagus, beetroot, peas, beans, etc. (-)-Asparagine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=70-47-3 (retrieved 2024-07-15) (CAS RN: 70-47-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue.

   

Glycylglycine

Monohydrochloride, glycylglycine

C4H8N2O3 (132.05348980000002)


The simplest peptide, made of two glycine molecules; used in the synthesis of more complicated peptides. Glycine is a simple, nonessential amino acid, although experimental animals show reduced growth on low-glycine diets. The average adult ingests 3 to 5 grams of glycine daily. Glycine is involved in the bodys production of DNA, phospholipids and collagen, and in release of energy. Glycine levels are effectively measured in plasma in both normal patients and those with inborn errors of glycine metabolism. (http://www.dcnutrition.com/AminoAcids/) Nonketotic hyperglycinaemia (OMIM 606899) is an autosomal recessive condition caused by deficient enzyme activity of the glycine cleavage enzyme system (EC 2.1.1.10). The glycine cleavage enzyme system comprises four proteins: P-, T-, H- and L-proteins (EC 1.4.4.2, EC 2.1.2.10 and EC 1.8.1.4 for P-, T- and L-proteins). Mutations have been described in the GLDC (OMIM 238300), AMT (OMIM 238310), and GCSH (OMIM 238330) genes encoding the P-, T-, and H-proteins respectively. The glycine cleavage system catalyses the oxidative conversion of glycine into carbon dioxide and ammonia, with the remaining one-carbon unit transferred to folate as methylenetetrahydrofolate. It is the main catabolic pathway for glycine and it also contributes to one-carbon metabolism. Patients with a deficiency of this enzyme system have increased glycine in plasma, urine and cerebrospinal fluid (CSF) with an increased CSF: plasma glycine ratio. (PMID 16151895) [HMDB] The simplest peptide, made of two glycine molecules; used in the synthesis of more complicated peptides. Glycine is a simple, nonessential amino acid, although experimental animals show reduced growth on low-glycine diets. The average adult ingests 3 to 5 grams of glycine daily. Glycine is involved in the bodys production of DNA, phospholipids and collagen, and in release of energy. Glycine levels are effectively measured in plasma in both normal patients and those with inborn errors of glycine metabolism. (http://www.dcnutrition.com/AminoAcids/) Nonketotic hyperglycinaemia (OMIM 606899) is an autosomal recessive condition caused by deficient enzyme activity of the glycine cleavage enzyme system (EC 2.1.1.10). The glycine cleavage enzyme system comprises four proteins: P-, T-, H- and L-proteins (EC 1.4.4.2, EC 2.1.2.10 and EC 1.8.1.4 for P-, T- and L-proteins). Mutations have been described in the GLDC (OMIM 238300), AMT (OMIM 238310), and GCSH (OMIM 238330) genes encoding the P-, T-, and H-proteins respectively. The glycine cleavage system catalyses the oxidative conversion of glycine into carbon dioxide and ammonia, with the remaining one-carbon unit transferred to folate as methylenetetrahydrofolate. It is the main catabolic pathway for glycine and it also contributes to one-carbon metabolism. Patients with a deficiency of this enzyme system have increased glycine in plasma, urine and cerebrospinal fluid (CSF) with an increased CSF: plasma glycine ratio. (PMID 16151895). Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID G037 Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor. Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor.

   

N-Carbamoylsarcosine

[Carbamoyl(methyl)amino]acetic acid

C4H8N2O3 (132.05348980000002)


N-Carbamoylsarcosine is an intermediate in arginine and proline metabolism. It is also involved in a metabolic pathway for the degradation of creatinine. In this pathway, creatinine is not hydrolyzed back to creatine. Instead, it is deaminated to N-methylhydantoin, releasing an amonia molecule, by the action of creatinine deaminase (also known as creatinine iminohydrolase). N-methylhydantoin is then hydrolyzed to N-carbamoylsarcosine, by the action of N-methylhydantoin amidohydrolase, at the expense of one ATP molecule. N-carbamoylsarcosine is deaminated further to sarcosine by N-carbamoylsarcosine amidohydrolase, releasing a second ammonia molecule. In the last step of this pathway, sarcosine is hydrolyzed to glycine and formaldehyde, by either sarcosine dehydrogenase or sarcosine oxidase. [HMDB] N-Carbamoylsarcosine is an intermediate in arginine and proline metabolism. It is also involved in a metabolic pathway for the degradation of creatinine. In this pathway, creatinine is not hydrolyzed back to creatine. Instead, it is deaminated to N-methylhydantoin, releasing an amonia molecule, by the action of creatinine deaminase (also known as creatinine iminohydrolase). N-methylhydantoin is then hydrolyzed to N-carbamoylsarcosine, by the action of N-methylhydantoin amidohydrolase, at the expense of one ATP molecule. N-carbamoylsarcosine is deaminated further to sarcosine by N-carbamoylsarcosine amidohydrolase, releasing a second ammonia molecule. In the last step of this pathway, sarcosine is hydrolyzed to glycine and formaldehyde, by either sarcosine dehydrogenase or sarcosine oxidase.

   

METHYLAZOXYMETHANOL ACETATE

METHYLAZOXYMETHANOL ACETATE

C4H8N2O3 (132.05348980000002)


D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors D004791 - Enzyme Inhibitors > D011500 - Protein Synthesis Inhibitors D009676 - Noxae > D009498 - Neurotoxins

   

N-NITROSO-N-METHYLURETHANE

N-methyl-N-oxoethoxycarbohydrazide

C4H8N2O3 (132.05348980000002)


D009676 - Noxae > D000477 - Alkylating Agents

   

D-Asparagine

(2R)-2-Amino-3-carbamoylpropanoic acid

C4H8N2O3 (132.05348980000002)


D-Asparagine, also known as DSG, belongs to the class of organic compounds known as asparagine and derivatives. D-Asparagome is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. It is codified by the codons AAU and AAC. It is biosynthesized from Aspartic acid and Ammonia by asparagine synthetase.

   

DL-Asparagine

2-amino-3-(C-hydroxycarbonimidoyl)propanoic acid

C4H8N2O3 (132.05348980000002)


DL-Asparagine is a racemic melange of the Aparagine L and D-enantiomers. DL-Asparagine has been used in growth-media for bacteria-growth[1]. DL-Asparagine is a racemic melange of the Aparagine L and D-enantiomers. DL-Asparagine has been used in growth-media for bacteria-growth[1].

   

N-carbamoylalanine

2-(carbamoylamino)propanoic acid

C4H8N2O3 (132.05348980000002)


   

(Methyl-ONN-azoxy)methyl acetate

[(acetyloxy)methyl](methyl-oxo-λ⁵-azanylidene)amine

C4H8N2O3 (132.05348980000002)


   

Methyl(acetoxymethyl)nitrosamine

[methyl(nitroso)amino]methyl acetate

C4H8N2O3 (132.05348980000002)


D009676 - Noxae > D002273 - Carcinogens

   

methyl N-(methylcarbamoyl)carbamate

methyl N-(methylcarbamoyl)carbamate

C4H8N2O3 (132.05348980000002)


   
   
   

L-Asparagine

L-Asparagine

C4H8N2O3 (132.05348980000002)


An optically active form of asparagine having L-configuration. L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue.

   

Ureidopropionic acid

N-Carbamoyl-beta-alanine

C4H8N2O3 (132.05348980000002)


A beta-alanine derivative that is propionic acid bearing a ureido group at position 3. Ureidopropionic acid, also known as 3-ureidopropionate or N-carbamoyl-beta-alanine, is a member of the class of compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Ureidopropionic acid is soluble (in water) and a weakly acidic compound (based on its pKa). Ureidopropionic acid can be found in a number of food items such as brussel sprouts, cascade huckleberry, common sage, and atlantic herring, which makes ureidopropionic acid a potential biomarker for the consumption of these food products. Ureidopropionic acid can be found primarily in blood, cerebrospinal fluid (CSF), feces, and urine. In humans, ureidopropionic acid is involved in a couple of metabolic pathways, which include beta-alanine metabolism and pyrimidine metabolism. Ureidopropionic acid is also involved in several metabolic disorders, some of which include MNGIE (mitochondrial neurogastrointestinal encephalopathy), dihydropyrimidinase deficiency, UMP synthase deficiency (orotic aciduria), and gaba-transaminase deficiency. Ureidopropionic acid (3-Ureidopropionic acid) is an intermediate in the metabolism of uracil.

   

Gly-gly

H-Gly-Gly-OH

C4H8N2O3 (132.05348980000002)


Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor. Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor.

   

Glycyl-glycine

Glycyl-glycine

C4H8N2O3 (132.05348980000002)


Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor. Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor.

   
   

L-Asparagine

L-Asparagine

C4H8N2O3 (132.05348980000002)


An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group. COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. L-Asparagine ((-)-Asparagine) is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue.

   
   
   

3-Ureidopropionic acid; LC-tDDA; CE10

3-Ureidopropionic acid; LC-tDDA; CE10

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid; LC-tDDA; CE20

3-Ureidopropionic acid; LC-tDDA; CE20

C4H8N2O3 (132.05348980000002)


   
   
   
   

3-Ureidopropionic acid; AIF; CE0; CorrDec

3-Ureidopropionic acid; AIF; CE0; CorrDec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid; AIF; CE10; CorrDec

3-Ureidopropionic acid; AIF; CE10; CorrDec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid; AIF; CE30; CorrDec

3-Ureidopropionic acid; AIF; CE30; CorrDec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid; AIF; CE0; MS2Dec

3-Ureidopropionic acid; AIF; CE0; MS2Dec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid; AIF; CE10; MS2Dec

3-Ureidopropionic acid; AIF; CE10; MS2Dec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid; AIF; CE30; MS2Dec

3-Ureidopropionic acid; AIF; CE30; MS2Dec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE0; CorrDec

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE0; CorrDec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE10; CorrDec

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE10; CorrDec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE30; CorrDec

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE30; CorrDec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE0; MS2Dec

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE0; MS2Dec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE10; MS2Dec

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE10; MS2Dec

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE30; MS2Dec

3-Ureidopropionic acid [M+H-H2O]+; AIF; CE30; MS2Dec

C4H8N2O3 (132.05348980000002)


   
   
   
   
   
   
   
   

3-Ureidopropionic acid; LC-tDDA; CE30

3-Ureidopropionic acid; LC-tDDA; CE30

C4H8N2O3 (132.05348980000002)


   

3-Ureidopropionic acid; LC-tDDA; CE40

3-Ureidopropionic acid; LC-tDDA; CE40

C4H8N2O3 (132.05348980000002)


   

Ureidopropionate

Ureidopropionic acid

C4H8N2O3 (132.05348980000002)


Ureidopropionic acid (3-Ureidopropionic acid) is an intermediate in the metabolism of uracil.

   
   

3-(hydrazinecarbonyl)propanoic acid

3-(hydrazinecarbonyl)propanoic acid

C4H8N2O3 (132.05348980000002)


   
   

ethyl 2-hydrazinyl-2-oxoacetate

ethyl 2-hydrazinyl-2-oxoacetate

C4H8N2O3 (132.05348980000002)


   
   

Ethyl (2E)-amino(hydroxyimino)acetate

Ethyl (2E)-amino(hydroxyimino)acetate

C4H8N2O3 (132.05348980000002)


   

((1E)-1-METHOXY-2-NITROVINYL)METHYLAMINE

((1E)-1-METHOXY-2-NITROVINYL)METHYLAMINE

C4H8N2O3 (132.05348980000002)


   

2-[(2-azanylacetyl)amino]acetic acid

2-[(2-azanylacetyl)amino]acetic acid

C4H8N2O3 (132.05348980000002)


   

1-methoxy-1-methylamino-2-nitroethylene

1-methoxy-1-methylamino-2-nitroethylene

C4H8N2O3 (132.05348980000002)


   

d-aspartic acid α-amide hydrochloride

d-aspartic acid α-amide hydrochloride

C4H8N2O3 (132.05348980000002)


   
   
   
   

3-(N-Nitroso-N-methylamino)propionic acid

3-(N-Nitroso-N-methylamino)propionic acid

C4H8N2O3 (132.05348980000002)


   

(2S)-2-(carbamoylamino)propanoic acid

(2S)-2-(carbamoylamino)propanoic acid

C4H8N2O3 (132.05348980000002)


   
   
   

H-Gly-Gly-OH

L-Isoleucyl-L-proline

C4H8N2O3 (132.05348980000002)


A dipeptide found in urine (PMID: 3782411). This is a proteolytic breakdown product of larger proteins. [HMDB] Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor. Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor.

   

(2S)-4-amino-2-ammonio-4-oxobutanoate

(2S)-4-amino-2-ammonio-4-oxobutanoate

C4H8N2O3 (132.05348980000002)


   
   

(2R)-4-amino-2-azaniumyl-4-oxobutanoate

(2R)-4-amino-2-azaniumyl-4-oxobutanoate

C4H8N2O3 (132.05348980000002)


   

Glycylglycine

Glycylglycine

C4H8N2O3 (132.05348980000002)


A dipeptide formed from glycine residues. Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor. Glycylglycine is the simplest of all peptides and could function as a gamma-glutamyl acceptor.

   

Ethyl methyl(nitroso)carbamate

Ethyl methyl(nitroso)carbamate

C4H8N2O3 (132.05348980000002)


D009676 - Noxae > D000477 - Alkylating Agents

   

D-Asparagine

D-(-)-Asparagine monohydrate

C4H8N2O3 (132.05348980000002)


An optically active form of asparagine having D-configuration.

   
   

glycylglycine zwitterion

glycylglycine zwitterion

C4H8N2O3 (132.05348980000002)


The zwitterion from the dipeptide glycylglycine formed by proton transfer from the OH of the carboxy group to the terminal amino group.

   

D-asparagine zwitterion

D-asparagine zwitterion

C4H8N2O3 (132.05348980000002)


A D-alpha-amino acid zwitterion that is D-asparagine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.

   

L-asparagine zwitterion

L-asparagine zwitterion

C4H8N2O3 (132.05348980000002)


Zwitterionic form of L-asparagine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3.