Chemical Formula: C3H7N3O2

Chemical Formula C3H7N3O2

Found 17 metabolite its formula value is C3H7N3O2

Guanidinoacetate

2-[[Amino(imino)methyl]amino]acetic acid

C3H7N3O2 (117.0538242)


Guanidoacetic acid (GAA), also known as guanidinoacetate or glycocyamine, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Guanidinoacetic acid was first prepared in 1861 by Adolph Strecker by reaction of cyanamide with glycine in aqueous solution. Manufactured guanidinoacetic acid is primarily used a feed additive approved by EFSA in poultry farming (for fattening), and pigs for fattening. Guanidoacetic acid exists naturally in all vertebrates. It is formed primarily in the kidneys by transferring the guanidine group of L-arginine to the amino acid glycine via the enzyme known as L-Arg:Gly-amidinotransferase (AGAT). In a further step, guanidinoacetate is methylated to generate creatine using S-adenosyl methionine (as the methyl donor) via the enzyme known as guanidinoacetate N-methyltransferase (GAMT). The resulting creatine is released into the bloodstream. Elevated levels of guanidoacetic acid are a characteristic of an inborn metabolic disorder known as Guanidinoacetate Methyltransferase (GAMT) Deficiency. GAMT converts guanidinoacetate to creatine and deficiency of this enzyme results in creatine depletion and accumulation of guanidinoacetate The disorder is transmitted in an autosomal recessive fashion and is localized to mutations on chromosome 19p13.3. GAMT deficiency is characterized by developmental arrest, medication-resistant epilepsy (myoclonic, generalized tonic-clonic, partial complex, atonic), severe speech impairment, progressive dystonia, dyskinesias, hypotonia, ataxia, and autistic-like behavior. Guanidino acetic acid, also known as guanidinoacetate or glycocyamine, belongs to alpha amino acids and derivatives class of compounds. Those are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Guanidino acetic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Guanidino acetic acid can be found in apple and loquat, which makes guanidino acetic acid a potential biomarker for the consumption of these food products. Guanidino acetic acid can be found primarily in most biofluids, including cellular cytoplasm, feces, urine, and cerebrospinal fluid (CSF), as well as in human brain, kidney and liver tissues. In humans, guanidino acetic acid is involved in a couple of metabolic pathways, which include arginine and proline metabolism and glycine and serine metabolism. Guanidino acetic acid is also involved in several metabolic disorders, some of which include dihydropyrimidine dehydrogenase deficiency (DHPD), hyperprolinemia type II, prolinemia type II, and hyperornithinemia-hyperammonemia-homocitrullinuria [hhh-syndrome]. Moreover, guanidino acetic acid is found to be associated with chronic renal failure and schizophrenia. Guanidino acetic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Chronic Exposure: Kidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D000345 - Affinity Labels Acquisition and generation of the data is financially supported in part by CREST/JST.

   

1-Ethyl-1-nitrosourea

N-(C-hydroxycarbonimidoyl)-N-nitrosoethan-1-amine

C3H7N3O2 (117.0538242)


D009676 - Noxae > D000477 - Alkylating Agents

   

n-ethyl-n'-nitrosourea

n-ethyl-n-nitrosourea

C3H7N3O2 (117.0538242)


   

(Diaminomethylideneamino) acetate

(Diaminomethylideneamino) acetic acid

C3H7N3O2 (117.0538242)


   

Guanidinoacetate

2-Guanidinoacetic acid

C3H7N3O2 (117.0538242)


   

glycocyamine

2-Guanidinoacetic acid

C3H7N3O2 (117.0538242)


D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D000345 - Affinity Labels MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; BPMFZUMJYQTVII-UHFFFAOYSA-N_STSL_0241_Glycocyamine_1000fmol_190403_S2_LC02MS02_057; 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.

   

Betasyamine

2-Guanidinoacetic acid

C3H7N3O2 (117.0538242)


   

Guanidoacetic acid

2-Guanidinoacetic acid

C3H7N3O2 (117.0538242)


   

Guanidinoacetic acid

Guanidinoacetic acid

C3H7N3O2 (117.0538242)


The N-amidino derivative of glycine.

   

Guanidoacetic acid; LC-tDDA; CE20

Guanidoacetic acid; LC-tDDA; CE20

C3H7N3O2 (117.0538242)


   

Guanidoacetic acid; LC-tDDA; CE10

Guanidoacetic acid; LC-tDDA; CE10

C3H7N3O2 (117.0538242)


   

Guanidineacetic acid

Guanidineacetic acid

C3H7N3O2 (117.0538242)


   

N,N-Dimethylnitrosourea

N,N-Dimethylnitrosourea

C3H7N3O2 (117.0538242)


   

2-Aminomalonamide

2-Aminomalonamide

C3H7N3O2 (117.0538242)


   

2-(Diaminomethylideneazaniumyl)acetate

2-(Diaminomethylideneazaniumyl)acetate

C3H7N3O2 (117.0538242)


   

N-NITROSO-N-ETHYLUREA

N-NITROSO-N-ETHYLUREA

C3H7N3O2 (117.0538242)


D009676 - Noxae > D000477 - Alkylating Agents

   

guanidinoacetic acid zwitterion

guanidinoacetic acid zwitterion

C3H7N3O2 (117.0538242)


Zwitterionic form of guanidinoacetic acid having an anionic carboxy group and a protonated guanidino group; major species at pH 7.3.