Glycocyamine

Glycocyamine

Names
Other names 2-Guanidinoacetic acid
Identifiers
CAS Number	352-97-6 Y
3D model (JSmol)	Interactive image Interactive image
3DMet	B00139
Beilstein Reference	1759179
ChEBI	CHEBI:16344 N
ChemSpider	743 N
DrugBank	DB02751 N
ECHA InfoCard	100.005.936
EC Number	206-529-5
KEGG	C00581 N
MeSH	glycocyamine
PubChem CID	763
UNII	GO52O1A04E Y
InChI InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6) N Key: BPMFZUMJYQTVII-UHFFFAOYSA-N N
SMILES [nH]:c(:[nH2]):[nH]Cc(:[o]):[oH] NC(=N)NCC(O)=O
Properties
Chemical formula	C3H7N3O2
Molar mass	117.11 g·mol−1
Appearance	White crystals
Odor	Odourless
Melting point	300 °C (572 °F; 573 K)
log P	−1.11
Acidity (pKa)	3.414
Basicity (pKb)	10.583
Hazards
GHS pictograms
GHS signal word	WARNING
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
Related compounds
Related alkanoic acids	Sarcosine Dimethylglycine Creatine N-Methyl-D-aspartic acid beta-Methylamino-L-alanine Guanidinopropionic acid
Related compounds	Dimethylacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Glycocyamine (or guanidinoacetate) is a metabolite of glycine in which the amino group has been converted into a guanidine.

Glycocyamine is a direct precursor of creatine and is used as a supplement. However the metabolism of creatine from glycocyamine in the liver causes a depletion of methyl groups. This causes homocysteine levels to rise, which has been shown to produce cardiovascular and skeletal problems.

A series of studies showed that a combination of betaine and glycocyamine improves the symptoms of patients with chronic illness, including heart disease, without toxicity. Betaine can provide a methyl group to glycocyamine, via methionine, for the formation of creatine. In overall, such treatment led to less fatigue, greater strength and endurance, and an improved sense of well-being. The patients with cardiac decompensation (arteriosclerosis or rheumatic disease) and congestive heart failure had improved cardiac function. The patients gained weight (improved nitrogen balance) and saw lessened symptoms of arthritis and asthma and increased libido, and those people suffering from hypertension experienced transient reduced blood pressure. Also the studies shows the increase of glucose tolerance in both diabetic subjects and subjects without diabetes.