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Bovine Metabolome Database



Showing metabocard for Guanidoacetic acid (BMDB00128)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-08-07 14:56:14
Accession Number BMDB00128
Common Name Guanidoacetic acid
Description Guanidoacetic acid is a metabolite in the Urea cycle and metabolism of amino groups, and in the metabolic pathways of several amino acids. This includes glycine, serine, threonine, arginine and proline metabolism. Guanidinoacetic acid is also a precursor of creatine, an essential substrate for muscle energy metabolism.
Synonyms
  1. (carboxymethyl)-Guanidine
  2. 2-[[Amino(imino)methyl]amino]acetate
  3. 2-[[Amino(imino)methyl]amino]acetic acid
  4. Betacyamine
  5. Betasyamine
  6. Glycocyamine
  7. Guanidineacetate
  8. Guanidineacetic acid
  9. Guanidinoacetate
  10. Guanidinoacetic acid
  11. Guanidoacetate
  12. Guanidoacetic acid
  13. Guanidylacetate
  14. Guanidylacetic acid
  15. Guanyl glycine
  16. N-Amidinoglycine
  17. N-amidino-Glycine
  18. [(aminoiminomethyl)amino]-Acetate
  19. [(aminoiminomethyl)amino]-Acetic acid
  20. a-Guanidinoacetate
  21. a-Guanidinoacetic acid
  22. b-Guanidinoacetate
  23. b-Guanidinoacetic acid
  24. alpha-Guanidinoacetate
  25. alpha-Guanidinoacetic acid
  26. beta-Guanidinoacetate
  27. beta-Guanidinoacetic acid
Chemical IUPAC Name N-(aminoiminomethyl)-glycine
Chemical Formula C3H7N3O2
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Amino acids and Amino Acid conjugates
Class
  • Amino Acids
Sub Class
  • NA
Family
  • Mammalian_Metabolite
Species
  • carboxylic acid; guanidine
Biofunction
  • Component of Arginine and proline metabolism; Component of Glycine, serine and threonine metabolism
Application
Source
  • Endogenous
Average Molecular Weight 117.107
Monoisotopic Molecular Weight 117.053825
Isomeric SMILES NC(=N)NCC(O)=O
Canonical SMILES NC(=N)NCC(O)=O
KEGG Compound ID C00581 Link Image
BioCyc ID GUANIDOACETIC_ACID Link Image
BiGG ID 1594816 Link Image
Wikipedia Link Not Available
METLIN ID 5163 Link Image
PubChem Compound 763 Link Image
PubChem Substance 2778 Link Image
ChEBI ID 16344 Link Image
CAS Registry Number 352-97-6
InChI Identifier InChI=1/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6)
Synthesis Reference Thalhammer, Franz; Gastner, Thomas. Preparation of creatine, creatine monohydrate and guanidinoacetic acid. Ger. Offen. (2007), 5pp.
Melting Point (Experimental) Not Available
Experimental Water Solubility 3.6 mg/mL at 15 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Source: PhysProp
Predicted Water Solubility 4.19 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity -1.76 [Predicted by ALOGPS]; -1.8 [Predicted by PubChem via XLOGP]; -3.93 [MEYLAN,WM & HOWARD,PH (1995)] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Download Spectrum
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Experimental 13C NMR Spectrum Download Spectrum
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Experimental 13C HSQC Spectrum Download Spectrum
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
Download File
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm (Predicted from LogP)
Biofluid Location Not Available
Tissue Location
Tissue References
Brain
Kidney
Liver
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names
  • Arginine and Proline Metabolism
  • Glycine, Serine and Threonine Metabolism
HMDB Pathways
Name Arginine and Proline Metabolism
Image Show Link Image
Name Glycine, Serine and Threonine Metabolism
Image Show Link Image
KEGG Pathways
Name Arginine and Proline Metabolism
Image Show Link Image
Name Glycine, Serine and Threonine Metabolism
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SimCell Pathways
Name Arginine and Proline Metabolism
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Graph
SBML
Name Glycine, Serine and Threonine Metabolism
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SBML Download (XML) Link Image
General References Not Available
Metabolic Enzymes
  1. Guanidinoacetate N-methyltransferase
  2. Glycine amidinotransferase, mitochondrial
Enzyme 1 [top]
Enzyme 1 ID 412
Enzyme 1 Name Guanidinoacetate N-methyltransferase
Enzyme 1 Synonyms Not Available
Enzyme 1 Gene Name GAMT
Enzyme 1 Protein Sequence >Guanidinoacetate N-methyltransferase
MSAPAATPIFAPGENCSPAWRAAPAAYDASDTHLQILGKPVMERWETPYMHALAAAAASR
GGRVLEVGFGMAIAATKVQEAPIEEHWIIECNEGVFQRLQDWALQQPHKVVPLKGLWEEV
APTLPDSHFDGILYDTYPLSEETWHTHQFNFIRDHAFRLLKPGGVLTYCNLTSWGELMKT
KYSDITTMFEETQVPALLEAGFRRDNIRTQVMELVPPANCRYYAFPRMITPLVTKH
Enzyme 1 Number of Residues 236
Enzyme 1 Molecular Weight 26610.2
Enzyme 1 Theoretical pI 6.03
Enzyme 1 GO Classification
Function
Process
Component
Enzyme 1 General Function Involved in guanidinoacetate N-methyltransferase activity
Enzyme 1 Specific Function S-adenosyl-L-methionine + guanidinoacetate = S-adenosyl-L-homocysteine + creatine
Enzyme 1 Pathways
  • Amine and polyamine biosynthesis
  • creatine biosynthesis
  • creatine from L-arginine and glycine:step 2/2
Enzyme 1 Reactions Not Available
Enzyme 1 Pfam Domain Function Not Available
Enzyme 1 Signals
  • None
Enzyme 1 Transmembrane Regions
  • None
Enzyme 1 Essentiality Not Available
Enzyme 1 GenBank ID Protein 83638578 Link Image
Enzyme 1 UniProtKB/Swiss-Prot ID Q2TBQ3 Link Image
Enzyme 1 UniProtKB/Swiss-Prot Entry Name GAMT_BOVIN Link Image
Enzyme 1 PDB ID 1XCL Link Image
Enzyme 1 PDB File Show
Enzyme 1 3D Structure
Enzyme 1 Cellular Location Not Available
Enzyme 1 Gene Sequence >711 bp
ATGAGCGCACCCGCCGCGACCCCAATCTTCGCGCCCGGCGAGAACTGCAGCCCCGCATGG
CGGGCTGCGCCCGCGGCCTACGACGCGTCGGACACGCACCTGCAGATCCTGGGCAAGCCG
GTGATGGAGCGCTGGGAGACCCCCTACATGCACGCGCTGGCGGCCGCCGCCGCCTCCAGA
GGGGGCCGGGTGCTAGAAGTGGGCTTCGGCATGGCCATCGCAGCCACAAAGGTGCAGGAG
GCTCCCATCGAGGAGCACTGGATTATTGAGTGCAACGAGGGCGTCTTCCAGCGGCTCCAG
GATTGGGCCCTGCAGCAGCCACACAAGGTGGTTCCCTTGAAAGGCCTGTGGGAGGAGGTG
GCACCCACCCTGCCAGACAGTCACTTTGATGGGATCCTGTACGATACATACCCGCTGTCG
GAGGAGACCTGGCACACTCACCAGTTCAACTTCATTCGGGACCATGCCTTCCGCCTGCTG
AAGCCAGGGGGTGTCCTCACCTACTGTAACCTCACCTCCTGGGGAGAGCTAATGAAGACC
AAGTATTCAGACATCACCACCATGTTTGAGGAGACCCAGGTGCCGGCCCTGCTGGAGGCG
GGCTTCCGGCGGGATAACATCCGCACACAGGTCATGGAGCTGGTCCCACCAGCCAACTGC
CGCTACTACGCCTTCCCGCGGATGATCACGCCCCTGGTCACCAAGCACTGA
Enzyme 1 GenBank Gene ID BC109825 Link Image
Enzyme 1 GeneCard ID GAMT Link Image
Enzyme 1 GenAtlas ID Not Available
Enzyme 1 HGNC ID Not Available
Enzyme 1 Chromosome Location Chromosome:1
Enzyme 1 Locus 19p13.3
Enzyme 1 SNPs SNPJam Report Link Image
Enzyme 1 General References Not Available
Enzyme 1 Metabolite References Not Available
Enzyme 2 [top]
Enzyme 2 ID 556
Enzyme 2 Name Glycine amidinotransferase, mitochondrial
Enzyme 2 Synonyms
  1. L-arginine:glycine amidinotransferase
  2. Transamidinase
  3. AT
Enzyme 2 Gene Name GATM
Enzyme 2 Protein Sequence >Glycine amidinotransferase, mitochondrial
MLRVRCLRGGSRGAEALHYIGSRLGRTVTGWVQRTFQSTQAATASSRNSCAADDKATDPL
PKDCPVSSFNEWDPLEEVIVGRAENACVPPFTVEVKANTYDKHWPFYQKYGGSYFPKDHL
QKAVAEIEEMCNILKMEGVTVRRPDPIDWSLKYKTPDFESTGLYGAMPRDILIVVGNEII
EAPMAWRARFFEYRAYRTIIKDYFRRGAKWTTAPKPTMADELYDQDYPIHSVEDRHKLAA
QGKFVTTEFEPCFDAADFIRAGRDIFVQRSQVTNYMGIEWMRKHLAPDYRVHIVSFKDPN
PMHIDATFNIIGPGLVLSNPDRPCHQIDLFKKAGWTIVTPPTPIIPDDHPLWMSSKWLSM
NVLMLDEKRVMVDANEVPIQKMFEKLGISTIKVSIRNANSLGGGFHCWTCDVRRRGTLQS
YFD
Enzyme 2 Number of Residues 423
Enzyme 2 Molecular Weight 48357.0
Enzyme 2 Theoretical pI 7.97
Enzyme 2 GO Classification
Function
Process
Component
Enzyme 2 General Function Amino acid transport and metabolism
Enzyme 2 Specific Function L-arginine + glycine = L-ornithine + guanidinoacetate
Enzyme 2 Pathways
  • Amine and polyamine biosynthesis
  • creatine biosynthesis
  • creatine from L-arginine and glycine:step 1/2
Enzyme 2 Reactions Not Available
Enzyme 2 Pfam Domain Function
Enzyme 2 Signals
  • None
Enzyme 2 Transmembrane Regions
  • None
Enzyme 2 Essentiality Not Available
Enzyme 2 GenBank ID Protein 87578309 Link Image
Enzyme 2 UniProtKB/Swiss-Prot ID Q2HJ74 Link Image
Enzyme 2 UniProtKB/Swiss-Prot Entry Name GATM_BOVIN Link Image
Enzyme 2 PDB ID 3JDW Link Image
Enzyme 2 PDB File Show
Enzyme 2 3D Structure
Enzyme 2 Cellular Location Not Available
Enzyme 2 Gene Sequence >1272 bp
ATGCTGCGGGTGCGGTGTCTGCGCGGCGGGAGCCGCGGTGCCGAAGCGCTGCACTACATC
GGGTCTCGGCTTGGAAGAACTGTAACGGGATGGGTGCAGCGAACTTTCCAGAGCACCCAG
GCAGCTACGGCTTCCTCCCGGAATTCCTGTGCAGCTGATGACAAGGCCACTGATCCTCTG
CCCAAGGACTGCCCTGTCTCCTCTTTCAACGAATGGGACCCCTTAGAGGAAGTGATCGTG
GGCAGAGCAGAAAATGCCTGTGTTCCACCGTTCACTGTGGAGGTGAAGGCCAACACATAT
GACAAGCACTGGCCTTTTTACCAAAAGTATGGGGGCAGTTATTTTCCCAAAGATCATTTG
CAAAAGGCTGTTGCTGAAATTGAAGAAATGTGCAATATTTTAAAAATGGAAGGAGTGACA
GTGAGGAGGCCTGACCCCATTGACTGGTCACTGAAGTATAAAACTCCTGATTTTGAGTCT
ACGGGTTTATATGGCGCGATGCCTCGAGACATCCTGATAGTTGTGGGAAATGAGATTATC
GAGGCTCCCATGGCCTGGCGCGCTCGCTTCTTTGAGTACCGTGCATACAGAACAATTATC
AAAGACTACTTCCGCCGTGGGGCCAAGTGGACAACGGCTCCTAAGCCCACAATGGCTGAT
GAGCTTTATGACCAAGATTACCCCATCCATTCTGTAGAAGACAGACACAAATTGGCTGCT
CAGGGAAAGTTTGTGACAACTGAGTTTGAGCCATGCTTTGATGCTGCTGATTTCATTCGA
GCTGGAAGAGATATCTTCGTACAAAGAAGCCAGGTTACAAACTACATGGGCATTGAATGG
ATGCGTAAGCATCTGGCTCCAGACTACAGAGTGCACATTGTTTCCTTTAAAGACCCCAAT
CCAATGCACATTGATGCCACCTTCAATATCATTGGGCCTGGTCTTGTGCTTTCCAACCCT
GACCGACCATGTCACCAGATTGATCTTTTCAAGAAAGCAGGATGGACCATAGTTACTCCT
CCAACACCAATCATCCCAGATGATCACCCACTCTGGATGTCCTCCAAATGGCTTTCCATG
AATGTCTTAATGCTAGATGAAAAGCGTGTTATGGTGGATGCCAACGAGGTCCCAATTCAG
AAGATGTTTGAAAAGCTGGGTATCAGTACCATTAAGGTTAGCATTCGTAACGCCAATTCC
CTGGGAGGAGGCTTCCACTGCTGGACCTGCGATGTCCGTCGCCGGGGCACCCTGCAGTCC
TACTTTGACTGA
Enzyme 2 GenBank Gene ID BC113272 Link Image
Enzyme 2 GeneCard ID GATM Link Image
Enzyme 2 GenAtlas ID Not Available
Enzyme 2 HGNC ID Not Available
Enzyme 2 Chromosome Location Chromosome:1
Enzyme 2 Locus 15q21.1
Enzyme 2 SNPs SNPJam Report Link Image
Enzyme 2 General References Not Available
Enzyme 2 Metabolite References Not Available