Chemical Formula: C5H9NO3

Chemical Formula C5H9NO3

Found 145 metabolite its formula value is C5H9NO3

Trans-4-hydroxyproline

(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


Trans-4-hydroxy-L-proline is an optically active form of 4-hydroxyproline having L-trans-configuration. It has a role as a human metabolite, a plant metabolite and a mouse metabolite. It is a tautomer of a trans-4-hydroxy-L-proline zwitterion. Hydroxyproline is a neutral heterocyclic protein amino acid. It is found in collagen and as such it is common in many gelatin products. Hydroxyproline is mostly used as a diagnostic marker of bone turnover and liver fibrosis. Therapeutically, hydroxyproline is being studied as an an experimental medicine but is approved in France as a combination topical gel product called Cicactive for small, superficial wounds. Hydroxyproline is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Hydroxyproline is a nonessential amino acid derivative formed during post-translational protein modification through hydroxylation of the amino acid proline by the enzyme prolyl hydroxylase which requires vitamin C as a co-factor. Hydroxyproline is a major component of the protein collagen and plays a key role in the stability of the collagen triple helix. It can be used as an indicator to determine the amount of collagen. Increased hydroxyproline levels in the urine and/or serum are normally associated with degradation of connective tissue. Vitamin C deficiency decreases the conversion of proline to hydroxyproline, which leads to reduced collagen stability. 4-Hydroxyproline (or hydroxyproline or Hyp) is a major component of the protein collagen. Hydroxyproline is produced by hydroxylation of the amino acid proline and is, therefore, a post-translationally modified amino acid. Hydroxyproline and proline play key roles for collagen stability. In particular, they permit the sharp twisting of the collagen helix. Hydroxyproline is found in few proteins other than collagen. The only other mammalian protein which includes hydroxyproline is elastin. For this reason, hydroxyproline content has been used as an indicator to determine collagen and/or gelatin amount in tissue or biological samples. Increased serum and urine levels of hydroxyproline have been found in Pagets disease Hydroxyproline (Hyp) content in biological fluids is used as a parameter of collagen catabolism, especially bone resorption or tissue degradation. Bedridden and elderly individuals show significantly elevated serum levels of hydroxyproline in comparison to normal, active individuals Elevated levels of urinary hydroxyproline are also indicative of muscle damage Increased reactive oxygen species (ROS) are also known to accelerate collagen degradation. Hydroxyproline levels increase in cases of depression and stress (A3486, A3487, A3488, A3489). See also: Hydroxyproline; niacinamide (component of); Hydroxyproline; octinoxate (component of) ... View More ... 4-Hydroxyproline (hydroxyproline or Hyp) is a major component of the protein collagen. Hydroxyproline is produced by hydroxylation of the amino acid proline and is, therefore, a post-translationally modified, non-essential amino acid. Hydroxyproline and proline play key roles in collagen stability. In particular, they permit the sharp twisting of the collagen helix. Hydroxyproline is found in few proteins other than collagen. The only other mammalian protein which includes hydroxyproline is elastin. For this reason, hydroxyproline content has been used as an indicator to determine collagen and/or gelatin amount in tissue or biological samples. Increased serum and urine levels of hydroxyproline have been found in Pagets disease (PMID: 436278). Hydroxyproline (Hyp) content in biological fluids is used as a parameter of collagen catabolism, especially bone resorption or tissue degradation. Bedridden and elderly individuals show significantly elevated serum levels of hydroxyproline in comparison to normal, active individuals (PMID: 10706420). Elevated levels of urinary hydroxyproline are also indicative of muscle damage (PMID: 21988268). Increased reactive oxygen species (ROS) are also known to accelerate collagen degradation. Hydroxyproline levels increase in cases of depression and stress (PMID: 21483218). 4-Hydroxyproline is found to be associated with Alzheimers disease, and also hydroxyprolinemia and iminoglycinuria which are both inborn errors of metabolism. 4-Hydroxyproline is also involved in metabolic disorders such as hyperprolinemia type I, hyperornithinemia with gyrate atrophy (HOGA), L-arginine:glycine amidinotransferase deficiency, creatine deficiency, and guanidinoacetate methyltransferase deficiency. A deficiency in ascorbic acid can result in impaired hydroxyproline formation (PubChem). trans-4-Hydroxy-L-proline is a biomarker for the consumption of processed meat. Constituent of proteins [DFC]. 4-hydroxyproline is a biomarker for the consumption of processed meat An optically active form of 4-hydroxyproline having L-trans-configuration. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals.

   

Cis-Hydroxyproline

cis-4-hydroxyproline;(2S)-4-hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


Cis 4-hydroxyproline, also known as L-allo-hydroxyproline or (2s,4s)-4-hydroxy-2-pyrrolidinecarboxylic acid, belongs to proline and derivatives class of compounds. Those are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Cis 4-hydroxyproline is soluble (in water) and a moderately acidic compound (based on its pKa). Cis 4-hydroxyproline can be found in a number of food items such as green bell pepper, wheat, nanking cherry, and oat, which makes cis 4-hydroxyproline a potential biomarker for the consumption of these food products. Cis-4-hydroxy-L-proline is l-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (S-configuration). It has a role as a metabolite. It is a non-proteinogenic L-alpha-amino acid and a 4-hydroxyproline. It is a tautomer of a cis-4-hydroxy-L-proline zwitterion. A hydroxylated form of the imino acid proline. A deficiency in ASCORBIC ACID can result in impaired hydroxyproline formation. cis-4-Hydroxyproline is classified as a proline derivative. It is considered to be a soluble (in water), acidic compound. cis-4-Hydroxyproline can be found in numerous foods such as dills, green zucchinis, saskatoon berries, and Japanese pumpkins. L-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (S-configuration). [Spectral] 4-Hydroxy-L-proline (exact mass = 131.05824) and L-Threonine (exact mass = 119.05824) and Taurine (exact mass = 125.01466) 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. KEIO_ID H004 cis-4-Hydroxy-L-proline, a proline analogue, is an inhibitor of collagen production. cis-4-Hydroxy-L-proline could inhibit fibroblast growth by preventing the deposition of triple-helical collagen on the cell layer. cis-4-Hydroxy-L-proline also depresses the growth of primary N-nitrosomethylurea-induced rat mammary tumors[1][2][3][4]. cis-4-Hydroxy-L-proline, a proline analogue, is an inhibitor of collagen production. cis-4-Hydroxy-L-proline could inhibit fibroblast growth by preventing the deposition of triple-helical collagen on the cell layer. cis-4-Hydroxy-L-proline also depresses the growth of primary N-nitrosomethylurea-induced rat mammary tumors[1][2][3][4]. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals.

   

5-Aminolevulinic acid

Bertek brand OF aminolevulinic acid hydrochloride

C5H9NO3 (131.0582404)


5-Aminolevulinic acid, also known as 5-aminolevulinate or 5-amino-4-oxopentanoate, belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. 5-Aminolevulinic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 5-Aminolevulinic acid exists in all living species, ranging from bacteria to humans. 5-aminolevulinic acid can be biosynthesized from glycine and succinyl-CoA by the enzyme 5-aminolevulinate synthase. The simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. In humans, 5-aminolevulinic acid is involved in the metabolic disorder called the dimethylglycine dehydrogenase deficiency pathway. Outside of the human body, 5-Aminolevulinic acid has been detected, but not quantified in several different foods, such as american butterfish, vaccinium (blueberry, cranberry, huckleberry), amaranths, purple mangosteens, and garden cress. Used (in the form of the hydrochloride salt) in combination with blue light illumination for the treatment of minimally to moderately thick actinic keratosis of the face or scalp. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. An intermediate in heme synthesis. This is the first compound in the porphyrin synthesis pathway. It is produced by the enzyme ALA synthase, from glycine and succinyl CoA. This reaction is known as the Shemin pathway. Aminolevulinic acid plus blue light illumination using a blue light photodynamic therapy illuminator is indicated for the treatment of minimally to moderately thick actinic keratoses of the face or scalp. [HMDB]. 5-Aminolevulinic acid is found in many foods, some of which are fireweed, chia, sesbania flower, and taro. L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01X - Other antineoplastic agents > L01XD - Sensitizers used in photodynamic/radiation therapy Acquisition and generation of the data is financially supported in part by CREST/JST. D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents C1420 - Photosensitizing Agent D003879 - Dermatologic Agents KEIO_ID A052

   

Trans-3-hydroxy-L-proline

(2S,3S)-3-Hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


Trans-3-hydroxy-l-proline is a substrate for: Trans-L-3-hydroxyproline dehydratase.

   

N-Acetyl-beta-alanine

N-Acetyl-3-aminopropionic acid

C5H9NO3 (131.0582404)


N-Acetyl-beta-alanine 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. N-Acetyl-beta-alanine has been identified in the human placenta (PMID: 32033212). KEIO_ID A138 Ac-β-Ala-OH (N-Acetyl-β-alanine), an abnormal amino acid metabolite, is a mono-N-protected amino acid (MPAA) ligand[1].

   

5-Amino-2-oxopentanoic acid

alpha-Keto-delta-aminopentanoic acid

C5H9NO3 (131.0582404)


5-Amino-2-oxopentanoic acid is a breakdown product of D-proline. D-proline is first converted to 1-pyrroline-2-carboxylic acid via D-amino acid oxidase, which then spontaneously breaks down into 5-amino-2-oxopentanoic acid. [HMDB] 5-Amino-2-oxopentanoic acid is a breakdown product of D-proline. D-proline is first converted to 1-pyrroline-2-carboxylic acid via D-amino acid oxidase, which then spontaneously breaks down into 5-amino-2-oxopentanoic acid.

   

L-Glutamic gamma-semialdehyde

Glutamic acid gamma-semialdehyde, (L)-isomer

C5H9NO3 (131.0582404)


L-glutamic-gamma-semialdehyde, also known as 5-oxo-L-norvaline or glutamic acid gamma-semialdehyde, (L)-isomer, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-glutamic-gamma-semialdehyde is soluble (in water) and a moderately acidic compound (based on its pKa). L-glutamic-gamma-semialdehyde can be found in a number of food items such as rubus (blackberry, raspberry), jackfruit, loganberry, and plains prickly pear, which makes L-glutamic-gamma-semialdehyde a potential biomarker for the consumption of these food products. L-glutamic-gamma-semialdehyde exists in all living species, ranging from bacteria to humans. In humans, L-glutamic-gamma-semialdehyde is involved in the arginine and proline metabolism. L-glutamic-gamma-semialdehyde is also involved in several metabolic disorders, some of which include hyperornithinemia-hyperammonemia-homocitrullinuria [hhh-syndrome], prolidase deficiency (PD), arginine: glycine amidinotransferase deficiency (AGAT deficiency), and ornithine aminotransferase deficiency (OAT deficiency). Glutamic gamma-semialdehyde is the metabolic precursor for proline biosynthesis. The conversion from L-Glutamate, an ATP- and NADPH-dependent reaction, is catalyzed by the enzyme Delta-1-pyrroline-5-carboxylate synthetase (P5CS) (OMIM 138250). L-Glutamic-gamma-semialdehyde can also be converted to or be formed from the amino acids L-ornithine (EC 2.6.1.13) and L-proline (EC 1.5.99.8 and EC 1.5.1.2). It is also one of the few metabolites that can be a precursor to other metabolites of both the urea cycle and the citric acid cycle (BioCyc).

   

2-Amino-4-oxopentanoate

2-amino-4-oxo-pentanoic acid

C5H9NO3 (131.0582404)


   

Glutamate-1-semialdehyde

4-AMINO-5-OXO-PENTANOIC ACID

C5H9NO3 (131.0582404)


   

cis-4-Hydroxy-D-proline

(2R,4R)-(+)-4-Hydroxy-2-pyrrolidinecarboxylic acid

C5H9NO3 (131.0582404)


cis-4-Hydroxy-D-proline belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from a reaction of proline at the amino group or the carboxyl group, or from the replacement of any hydrogen of glycine by a heteroatom. KEIO_ID H048 cis-4-Hydroxy-D-proline is a precursor of conformationally restricted PNA adenine monomer. cis-4-Hydroxy-D-proline can be used to study the specificity and kinetics of D-alanine dehydrogenase[1][2].

   

L-Hydroxyproline

(2S,4R)-4-hydroxypyrrolidinium-2-carboxylate

C5H9NO3 (131.0582404)


A 4-hydroxy-D-proline in which the hydroxy group at position 4 has S-configuration. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals.

   

cis-3-Hydroxy-DL-proline

(±)-cis-3-Hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


   

3-Hydroxy-L-proline

(2S,3S)-3-Hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


Constituent of collagen and the antibiotic Telomycin (Combined Chemical Dictionary).

   

N-acetylalanine

(S)-2-(Acetylamino)propanoic acid

C5H9NO3 (131.0582404)


N-Acetyl-L-alanine or N-Acetylalanine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyl-L-alanine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-alpha-Acetyl-L-alanine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-alanine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618). About 85\\\% of all human proteins and 68\\\% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468). These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid. N-Acetyl-L-alanine is a product of the enzyme known as ribosomal alanine N-acetyltransferase (EC 2.3.1.128) which catalyzes the transfer of the acetyl group of acetyl CoA to proteins bearing an N-terminal alanine. N-acetylated amino acids, such as N-acetylalanine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). Excessive amounts N-acetyl amino acids can be detected in the urine with individuals with aminoacylase I deficiency, a genetic disorder (PMID: 16465618). These include N-acetylalanine (as well as N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylglycine, N-acetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, N-acetylvaline and N-acetylisoleucine. Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylalanine, are classified as uremic toxins (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-Acetyl-L-alanine has been identified in the human placenta (PMID: 32033212). N-Acetyl-L-alanine is a substrate for Guanine nucleotide-binding protein G(I)/G(S)/G(O) gamma-2 subunit, Myelin basic protein, GTP-binding nuclear protein Ran, Tropomyosin alpha 4 chain, HIV-1 Rev binding protein 2, Xaa-Pro dipeptidase, Thymosin beta-10, Actin-like protein 3, Alanine aminotransferase, Serine/threonine protein phosphatase PP1-beta catalytic subunit, 10 kDa heat shock protein (mitochondrial), Calmodulin and Beta-1-syntrophin. [HMDB] C26170 - Protective Agent > C275 - Antioxidant Ac-Ala-OH is an endogenous metabolite.

   

Propionylglycine

Propionylaminoacetic acid

C5H9NO3 (131.0582404)


Propionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:acyl-CoA + glycine < -- > CoA + N-acylglycineThe level of propionylglycine is elevated in patients with propionic acidemia, which is an inherited deficiency of propionyl-CoA carboxylase. (Disorders of propionate and methylmalonate metabolism. In The Metabolic and Molecular Bases of Inherited Disease). Propionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: Propionylglycine is a peptide[1].

   

N-Hydroxy-L-proline

1-hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


   

1-Hydroxypyrrolidine-3-carboxylic acid

1-Hydroxypyrrolidine-3-carboxylic acid

C5H9NO3 (131.0582404)


   

2-Amino-4-oxopentanoic acid

2-Amino-4-oxopentanoic acid

C5H9NO3 (131.0582404)


   

3-Hydroxyproline

(2S,3S)-3-Hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


Constituent of collagen. L-trans-3-Hydroxy-2-pyrrolidinecarboxylic acid is found in animal foods.

   

4-Amino-5-oxo-pentanoic acid

4-AMINO-5-OXO-PENTANOIC ACID

C5H9NO3 (131.0582404)


   

Glutaramic acid

4-(Aminocarbonyl)butanoic acid

C5H9NO3 (131.0582404)


   

5-Hydroxyproline

5-hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


   

N-Acetyl-DL-alanine

2-acetamidopropanoic acid

C5H9NO3 (131.0582404)


   

N-Acetylalanine

N-Acetyl-L-alanine

C5H9NO3 (131.0582404)


Ac-Ala-OH is an endogenous metabolite.

   

Hydroxyproline

trans-4-hydroxy-L-proline

C5H9NO3 (131.0582404)


L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals.

   

Ro 07-7957

trans-L-2-Amino-4-methoxy-3-butenoic acid

C5H9NO3 (131.0582404)


   
   

4-Amino-5-oxo-pentanoic acid

(S)-4-Amino-5-oxo-pentanoic acid

C5H9NO3 (131.0582404)


   

4-hydroxyproline

cis-4-Hydroxy-L-proline

C5H9NO3 (131.0582404)


A monohydroxyproline where the hydroxy group is located at the 4-position. It is found in fibrillar collagen. MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; PMMYEEVYMWASQN_STSL_0115_4-Hydroxyproline_8000fmol_180430_S2_LC02_MS02_67; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. cis-4-Hydroxy-L-proline, a proline analogue, is an inhibitor of collagen production. cis-4-Hydroxy-L-proline could inhibit fibroblast growth by preventing the deposition of triple-helical collagen on the cell layer. cis-4-Hydroxy-L-proline also depresses the growth of primary N-nitrosomethylurea-induced rat mammary tumors[1][2][3][4]. cis-4-Hydroxy-L-proline, a proline analogue, is an inhibitor of collagen production. cis-4-Hydroxy-L-proline could inhibit fibroblast growth by preventing the deposition of triple-helical collagen on the cell layer. cis-4-Hydroxy-L-proline also depresses the growth of primary N-nitrosomethylurea-induced rat mammary tumors[1][2][3][4]. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals. L-Hydroxyproline, one of the hydroxyproline (Hyp) isomers, is a useful chiral building block in the production of many pharmaceuticals.

   

2-amino-4-methoxybut-3-enoic acid

2-amino-4-methoxybut-3-enoic acid

C5H9NO3 (131.0582404)


   

DL-1-Hydroxyproline

DL-1-Hydroxyproline

C5H9NO3 (131.0582404)


   

4-OXIMINOVALERIC ACID

4-OXIMINOVALERIC ACID

C5H9NO3 (131.0582404)


   
   

3,4-dihydroxypiperidin-2-one

3,4-dihydroxypiperidin-2-one

C5H9NO3 (131.0582404)


   

ethyl 2-hydroxyiminopropionate

ethyl 2-hydroxyiminopropionate

C5H9NO3 (131.0582404)


   

Methyl Succinamate

Methyl Succinamate

C5H9NO3 (131.0582404)


   

Ethyl 3-amino-3-oxopropanoate

Ethyl 3-amino-3-oxopropanoate

C5H9NO3 (131.0582404)


   

N-Acetyl-N-methoxyacetamide

N-Acetyl-N-methoxyacetamide

C5H9NO3 (131.0582404)


   

N-Acetyl-L-alanine

N-Acetyl-L-alanine

C5H9NO3 (131.0582404)


An N-acetyl-L-amino acid that is L-alanine in which one of the hydrogens attached to the nitrogen is replaced by an acetyl group. C26170 - Protective Agent > C275 - Antioxidant Ac-Ala-OH is an endogenous metabolite.

   

cis-4-hydroxyproline

cis-4-Hydroxy-D-proline

C5H9NO3 (131.0582404)


A 4-hydroxy-D-proline in which the hydroxy group at position 4 has R-configuration. cis-4-Hydroxy-D-proline is a precursor of conformationally restricted PNA adenine monomer. cis-4-Hydroxy-D-proline can be used to study the specificity and kinetics of D-alanine dehydrogenase[1][2].

   

Aminolevulinic Acid

delta-Aminolevulinic acid hydrochloride

C5H9NO3 (131.0582404)


L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01X - Other antineoplastic agents > L01XD - Sensitizers used in photodynamic/radiation therapy D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents C1420 - Photosensitizing Agent D003879 - Dermatologic Agents

   

Propionylglycine

Propionyl Glycine

C5H9NO3 (131.0582404)


A N-acylglycine obtained by formal condensation of the carboxy group of propionic acid with the amino group of glycine. Propionylglycine is a peptide[1].

   

2-Propanamidoacetic acid

2-Propanamidoacetic acid

C5H9NO3 (131.0582404)


   

3-Hydroxyproline

3-Hydroxyproline

C5H9NO3 (131.0582404)


A hydroxyproline in which the hydroxy substituent is located at position C3.

   
   

N-Acetylalanine

N-Acetyl-L-alanine

C5H9NO3 (131.0582404)


Ac-Ala-OH is an endogenous metabolite.

   

trans-4-Hydroxyproline

trans-4-Hydroxyproline

C5H9NO3 (131.0582404)


   

4-Hydroxy-L-proline

4-Hydroxy-L-proline

C5H9NO3 (131.0582404)


The L-stereoisomer of 4-hydroxyproline.

   

5-Aminolevulinic acid

5-Aminolevulinic acid

C5H9NO3 (131.0582404)


The simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. Used (in the form of the hydrochloride salt)in combination with blue light illumination for the treatment of minimally to moderately thick actinic keratosis of the face or scalp.

   

cis-4-Hydroxy-D-proline

cis-4-Hydroxy-D-proline

C5H9NO3 (131.0582404)


   

4-Hydroxy-2-pyrrolidinecarboxylic acid

4-Hydroxy-2-pyrrolidinecarboxylic acid

C5H9NO3 (131.0582404)


   
   

D-ALLO-HYDROXYPROLINE

D-ALLO-HYDROXYPROLINE

C5H9NO3 (131.0582404)


   
   

4-Hydroxyproline; LC-tDDA; CE10

4-Hydroxyproline; LC-tDDA; CE10

C5H9NO3 (131.0582404)


   

5-Aminolevulinate

5-Aminolevulinate

C5H9NO3 (131.0582404)


   

trans-4-hydroxy-L-proline

trans-4-hydroxy-L-proline

C5H9NO3 (131.0582404)


   

N-ACETYL-ALANINE

N-ACETYL-ALANINE

C5H9NO3 (131.0582404)


   

3-Hydroxy-L-proline

(2S,3S)-(-)-3-Hydroxy-2-pyrrolinecarboxylic acid

C5H9NO3 (131.0582404)


The L-stereoisomer of 3-hydroxyproline.

   

N-Methoxydiacetamide

N,N-Diacetyl-O-methylhydroxylamine

C5H9NO3 (131.0582404)


   

Acetylalanine

(2S)-2-acetamidopropanoic acid

C5H9NO3 (131.0582404)


C26170 - Protective Agent > C275 - Antioxidant Ac-Ala-OH is an endogenous metabolite.

   

N-Acetylglycine methyl ester

N-Acetylglycine methyl ester

C5H9NO3 (131.0582404)


   

5-amino-levulinic acid

4-oxo-5-amino-pentanoic acid

C5H9NO3 (131.0582404)


   

oxyproline

4-Hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


   

5-Amino-2-oxopentanoic acid

2-oxo-5-amino-pentanoic acid

C5H9NO3 (131.0582404)


The 2-oxo-5-amino derivative of valeric acid.

   

2-Amino-4-oxopentanoic acid

2-amino-4-oxo-pentanoic acid

C5H9NO3 (131.0582404)


A derivative of valeric acid having amino and oxo substituents at the 2- and 4-positions respectively.

   

glutaramic acid

4-(aminocarbonyl)butanoic acid;4-carbamoylbutanoic acid;4-carbamoylbutyric acid;4-carboxybutyramide;glutaramic acid;glutaric acid monoamide

C5H9NO3 (131.0582404)


   

3-Amino-2,2-dimethyl-3-oxopropanoic acid

3-Amino-2,2-dimethyl-3-oxopropanoic acid

C5H9NO3 (131.0582404)


   

Methyl N-formyl-β-alaninate

Methyl N-formyl-β-alaninate

C5H9NO3 (131.0582404)


   

(S)-3-Morpholinecarboxylic Acid

(S)-3-Morpholinecarboxylic Acid

C5H9NO3 (131.0582404)


   

(R)-4-METHYLTHIOMANDELICACID

(R)-4-METHYLTHIOMANDELICACID

C5H9NO3 (131.0582404)


   

1-Cyclopropyl-2-nitroethanol

1-Cyclopropyl-2-nitroethanol

C5H9NO3 (131.0582404)


   

N-Formylglycine ethyl ester

N-Formylglycine ethyl ester

C5H9NO3 (131.0582404)


   

morpholine-4-carboxylic acid

morpholine-4-carboxylic acid

C5H9NO3 (131.0582404)


   

1-(NITROMETHYL)CYCLOBUTANOL

1-(NITROMETHYL)CYCLOBUTANOL

C5H9NO3 (131.0582404)


   

(R)-5-(METHOXYMETHYL)OXAZOLIDIN-2-ONE

(R)-5-(METHOXYMETHYL)OXAZOLIDIN-2-ONE

C5H9NO3 (131.0582404)


   

2-amino-2-(oxetan-3-yl)aceticacid

2-amino-2-(oxetan-3-yl)aceticacid

C5H9NO3 (131.0582404)


   

3-Morpholinecarboxylic acid

3-Morpholinecarboxylic acid

C5H9NO3 (131.0582404)


   

methyl n-acetylglycinate

Methyl 2-acetamidoacetate

C5H9NO3 (131.0582404)


   

N-Methoxy-N-methyl-2-oxopropanamide

N-Methoxy-N-methyl-2-oxopropanamide

C5H9NO3 (131.0582404)


   

methyl 3-aminooxetane-3-carboxylate

methyl 3-aminooxetane-3-carboxylate

C5H9NO3 (131.0582404)


   

Hydroxylamine, O-acetyl-N-propionyl-

Hydroxylamine, O-acetyl-N-propionyl-

C5H9NO3 (131.0582404)


   

(1R,2S)-(-)-ALPHA-(1-METHYLAMINOETHYL)BENZYLALCOHOLNITRATE

(1R,2S)-(-)-ALPHA-(1-METHYLAMINOETHYL)BENZYLALCOHOLNITRATE

C5H9NO3 (131.0582404)


   
   

4-nitro-tetrahydro-2H-pyran

4-nitro-tetrahydro-2H-pyran

C5H9NO3 (131.0582404)


   

2-Morpholinecarboxylic acid

2-Morpholinecarboxylic acid

C5H9NO3 (131.0582404)


   

Pentanoic acid,4-(hydroxyimino)-

Pentanoic acid,4-(hydroxyimino)-

C5H9NO3 (131.0582404)


   

Alanine, N-formyl-2-methyl- (6CI,9CI)

Alanine, N-formyl-2-methyl- (6CI,9CI)

C5H9NO3 (131.0582404)


   

3-Aminotetrahydrofuran-3-carboxylic acid

3-Aminotetrahydrofuran-3-carboxylic acid

C5H9NO3 (131.0582404)


   

(S)-3-AMINOADIPICACID6-AMIDEHYDROCHLORIDE

(S)-3-AMINOADIPICACID6-AMIDEHYDROCHLORIDE

C5H9NO3 (131.0582404)


   

N-ISOPROPYL-OXALAMIC ACID

N-ISOPROPYL-OXALAMIC ACID

C5H9NO3 (131.0582404)


   

5-nitropentan-2-one

5-nitropentan-2-one

C5H9NO3 (131.0582404)


   

(R)-MORPHOLINE-2-CARBOXYLIC ACID

(R)-MORPHOLINE-2-CARBOXYLIC ACID

C5H9NO3 (131.0582404)


   

3-(2-Hydroxyethyl)-2-oxazolidinone

3-(2-Hydroxyethyl)-2-oxazolidinone

C5H9NO3 (131.0582404)


   

oxo(propylamino)acetic acid

oxo(propylamino)acetic acid

C5H9NO3 (131.0582404)


   

2-(Formylamino)butanoic acid

2-(Formylamino)butanoic acid

C5H9NO3 (131.0582404)


   

3-METHYL-4-NITRO-BUTYRALDEHYDE

3-METHYL-4-NITRO-BUTYRALDEHYDE

C5H9NO3 (131.0582404)


   

2-Formamidobutanoic acid

2-Formamidobutanoic acid

C5H9NO3 (131.0582404)


   

6-(Hydroxymethyl)morpholin-3-one

6-(Hydroxymethyl)morpholin-3-one

C5H9NO3 (131.0582404)


   

5-HYDROXYMETHYL-MORPHOLIN-3-ONE

5-HYDROXYMETHYL-MORPHOLIN-3-ONE

C5H9NO3 (131.0582404)


   

(2R,3R)-3-hydroxypyrrolidine-2-carboxylic acid

(2R,3R)-3-hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


   

(2R)-4-hydroxypyrrolidine-2-carboxylic acid

(2R)-4-hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


   

3-Oxiran-2ylalanine

3-Oxiran-2ylalanine

C5H9NO3 (131.0582404)


   

L-2-Amino-4-methoxy-cis-but-3-enoic acid

L-2-Amino-4-methoxy-cis-but-3-enoic acid

C5H9NO3 (131.0582404)


   

(2R,3R)-3-hydroxyproline

(2R,3R)-3-hydroxy-2-pyrrolidinecarboxylic acid

C5H9NO3 (131.0582404)


   

5-Amino-2-oxopentanoate

5-Amino-2-oxopentanoate

C5H9NO3 (131.0582404)


   

trans-L-3-Hydroxyproline

trans-L-3-Hydroxyproline

C5H9NO3 (131.0582404)


   

L-Glutamate gamma-semialdehyde

L-Glutamate gamma-semialdehyde

C5H9NO3 (131.0582404)


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Allo-4-hydroxy-D-proline

Allo-4-hydroxy-D-proline

C5H9NO3 (131.0582404)


   

(S)-4-amino-5-oxopentanoate

(S)-4-amino-5-oxopentanoate

C5H9NO3 (131.0582404)


   

5-Azaniumyl-4-oxopentanoate

5-Azaniumyl-4-oxopentanoate

C5H9NO3 (131.0582404)


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(2R)-2-amino-4-oxopentanoate

(2R)-2-amino-4-oxopentanoate

C5H9NO3 (131.0582404)


   

(2S,3R)-3-hydroxypyrrolidinium-2-carboxylate

(2S,3R)-3-hydroxypyrrolidinium-2-carboxylate

C5H9NO3 (131.0582404)


   

2-Azaniumyl-4-oxopentanoate

2-Azaniumyl-4-oxopentanoate

C5H9NO3 (131.0582404)


   

L-2-Amino-4-methoxy-trans-3-butenoic acid

L-2-Amino-4-methoxy-trans-3-butenoic acid

C5H9NO3 (131.0582404)


   

4-Methoxyvinylglycine

4-Methoxyvinylglycine

C5H9NO3 (131.0582404)


   

cis-3-Hydroxy-D-proline

cis-3-Hydroxy-D-proline

C5H9NO3 (131.0582404)


A D-proline derivative that is D-proline monohydroxylated at position 3 (the cis-3-hydroxy-diastereomer).

   

(2S)-4-hydroxypyrrolidinium-2-carboxylate

(2S)-4-hydroxypyrrolidinium-2-carboxylate

C5H9NO3 (131.0582404)


   

4-Hydroxypyrrolidinium-2-carboxylate

4-Hydroxypyrrolidinium-2-carboxylate

C5H9NO3 (131.0582404)


   

2-hydroxy-L-proline

2-hydroxy-L-proline

C5H9NO3 (131.0582404)


   

N-Acetyl-b-alanine

N-Acetyl-beta-alanine

C5H9NO3 (131.0582404)


Ac-β-Ala-OH (N-Acetyl-β-alanine), an abnormal amino acid metabolite, is a mono-N-protected amino acid (MPAA) ligand[1].

   

Trans-3-hydroxy-L-proline

(2S,3S)-3-Hydroxypyrrolidine-2-carboxylic acid

C5H9NO3 (131.0582404)


The (3S)-trans-diastereomer of 3-hydroxy-L-proline.

   

(2S)-2-amino-5-oxopentanoic acid

(2S)-2-amino-5-oxopentanoic acid

C5H9NO3 (131.0582404)


   

trans-3-hydroxy-L-proline zwitterion

trans-3-hydroxy-L-proline zwitterion

C5H9NO3 (131.0582404)


Zwitterionic form of trans-3-hydroxy-L-proline resulting from transfer of a proton from the carboxy to the amino group; major species at pH 7.3.

   

5-ammoniolevulinate

5-ammoniolevulinate

C5H9NO3 (131.0582404)


The zwitterion formed from 5-aminolevulinic acid by transfer of a proton from the carboxy group to the amino group. It is the major species present at physiological pH.

   

trans-4-hydroxy-L-proline zwitterion

trans-4-hydroxy-L-proline zwitterion

C5H9NO3 (131.0582404)


An L-alpha-amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of trans-4-hydroxy-L-proline; major species at pH 7.3.

   

cis-3-hydroxy-L-proline zwitterion

cis-3-hydroxy-L-proline zwitterion

C5H9NO3 (131.0582404)


The zwitterion formed from cis-3-hydroxy-L-proline by proton transfer from the carboxy group to the ring nitrogen. It is the predominant species at physiological pH.

   

Propionyl Glycine

N-Propionylglycine

C5H9NO3 (131.0582404)


Propionylglycine is a peptide[1].

   

N-Acetyl-DL-alanine

N-Acetyl-DL-alanine

C5H9NO3 (131.0582404)


   

cis-3-hydroxy-D-proline zwitterion

cis-3-hydroxy-D-proline zwitterion

C5H9NO3 (131.0582404)


An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of cis-3-hydroxy-D-proline; major species at pH 7.3

   

4-hydroxy-L-proline zwitterion

4-hydroxy-L-proline zwitterion

C5H9NO3 (131.0582404)


The amino acid zwitterion formed from 4-hydroxy-L-proline. It is the major microspecies present at pH 7.3.

   

trans-3-hydroxy-D-proline

trans-3-hydroxy-D-proline

C5H9NO3 (131.0582404)


The (3R)-trans--diastereomer of 3-hydroxy-D-proline.

   

4-hydroxy-D-proline

4-hydroxy-D-proline

C5H9NO3 (131.0582404)


The D-stereoisomer of 4-hydroxyproline.

   

(S)-4-amino-5-oxopentanoic acid

(S)-4-amino-5-oxopentanoic acid

C5H9NO3 (131.0582404)


A 5-oxo monocarboxylic acid that is 5-oxopentanoic acid substituted by an amino group at position 4 (the 4S-stereoisomer).

   

L-glutamic 5-semialdehyde zwitterion

L-glutamic 5-semialdehyde zwitterion

C5H9NO3 (131.0582404)


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

   

cis-4-hydroxy-L-proline zwitterion

cis-4-hydroxy-L-proline zwitterion

C5H9NO3 (131.0582404)


An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group cis-4-hydroxy-L-proline; major species at pH 7.3.

   

L-glutamic 5-semialdehyde

L-glutamic 5-semialdehyde

C5H9NO3 (131.0582404)


A glutamic semialdehyde arising from formal reduction of the side-chain carboxy group of L-glutamic acid.

   

cis-4-hydroxy-D-proline zwitterion

cis-4-hydroxy-D-proline zwitterion

C5H9NO3 (131.0582404)


Zwitterionic form of cis-4-hydroxy-D-proline having an anionic carboxy group and a protonated amino group.

   

(S)-4-amino-5-oxopentanoic acid zwitterion

(S)-4-amino-5-oxopentanoic acid zwitterion

C5H9NO3 (131.0582404)


Zwitterionic form of (S)-4-amino-5-oxopentanoic acid.

   

2-amino-4-oxopentanoic acid zwitterion

2-amino-4-oxopentanoic acid zwitterion

C5H9NO3 (131.0582404)


Zwitterionic form of 2-amino-4-oxopentanoic acid having an anionic carboxy group and a protonated amino group.

   

4-hydroxyproline zwitterion

4-hydroxyproline zwitterion

C5H9NO3 (131.0582404)


The amino acid zwitterion formed from 4-hydroxyproline.

   

cis-3-hydroxy-L-proline

cis-3-hydroxy-L-proline

C5H9NO3 (131.0582404)


The (3R)-cis-diastereomer of 3-hydroxy-L-proline.

   

5-amino-2-oxopentanoic acid zwitterion

5-amino-2-oxopentanoic acid zwitterion

C5H9NO3 (131.0582404)


Zwitterionic form of 5-amino-2-oxopentanoic acid.

   

Amino-oxo-pentanoic acid

Amino-oxo-pentanoic acid

C5H9NO3 (131.0582404)


   

cis-3-Hydroxyproline

cis-3-Hydroxyproline

C5H9NO3 (131.0582404)