Record Information
Version1.0
Creation date2010-04-08 22:06:40 UTC
Update date2019-11-26 03:00:33 UTC
Primary IDFDB005403
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCreatine
DescriptionCreatine, also known as cosmocair C 100 or krebiozon, 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. Creatine is a very strong basic compound (based on its pKa). Creatine exists in all living organisms, ranging from bacteria to humans. Creatine is found, on average, in the highest concentration within milk (cow). Creatine has also been detected, but not quantified in, several different foods, such as nances, cow milks, hard wheats, asparagus, and sourdocks. This could make creatine a potential biomarker for the consumption of these foods. Creatine is a potentially toxic compound.
CAS Number57-00-1
Structure
Thumb
Synonyms
SynonymSource
((Amino(imino)methyl)(methyl)amino)acetic acidChEBI
(alpha-Methylguanido)acetic acidChEBI
(N-Methylcarbamimidamido)acetic acidChEBI
alpha-Methylguanidino acetic acidChEBI
CreatinChEBI
KreatinChEBI
MethylglycocyamineChEBI
N-(Aminoiminomethyl)-N-methylglycineChEBI
N-[(e)-AMINO(imino)methyl]-N-methylglycineChEBI
N-AmidinosarcosineChEBI
N-Carbamimidoyl-N-methylglycineChEBI
N-Methyl-N-guanylglycineChEBI
((Amino(imino)methyl)(methyl)amino)acetateGenerator
(a-Methylguanido)acetateGenerator
(a-Methylguanido)acetic acidGenerator
(alpha-Methylguanido)acetateGenerator
(Α-methylguanido)acetateGenerator
(Α-methylguanido)acetic acidGenerator
(N-Methylcarbamimidamido)acetateGenerator
a-Methylguanidino acetateGenerator
a-Methylguanidino acetic acidGenerator
alpha-Methylguanidino acetateGenerator
Α-methylguanidino acetateGenerator
Α-methylguanidino acetic acidGenerator
Cosmocair C 100HMDB
Creatine hydrateHMDB
KrebiozonHMDB
MethylguanidoacetateHMDB
Methylguanidoacetic acidHMDB
N-(Aminoiminomethyl)-N-methyl-glycineHMDB
PhosphagenHMDB
[[Amino(imino)methyl](methyl)amino]acetateHMDB
[[Amino(imino)methyl](methyl)amino]acetic acidHMDB
((amino(imino)methyl)(methyl)amino)acetatebiospider
((amino(imino)methyl)(methyl)amino)acetic acidbiospider
(alpha-methylguanido)acetatebiospider
(alpha-methylguanido)acetic acidbiospider
(n-methylcarbamimidamido)acetic acidbiospider
(α-methylguanido)acetateGenerator
(α-methylguanido)acetic acidGenerator
[[amino(Imino)methyl](methyl)amino]acetateHMDB
[[amino(Imino)methyl](methyl)amino]acetic acidHMDB
2-(carbamimidoyl-methylamino)acetic acidbiospider
AgenHMDB
Alpha-methylguanidino acetic acidbiospider
Creatine (8CI)biospider
Creatine, hydratebiospider
Methylguanidinoacetic acidbiospider
N-(aminoiminomethyl)-n-methyl-glycinebiospider
N-(aminoiminomethyl)-n-methylglycinebiospider
N-[(e)-amino(imino)methyl]-n-methylglycinebiospider
N-[amino(imino)methyl]-n-methylglycinebiospider
N-amidinosarcosinebiospider
N-carbamimidoyl-n-methylglycinebiospider
N-methyl-n-guanylglycinebiospider
Pyrolysatebiospider
α-methylguanidino acetateGenerator
α-methylguanidino acetic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility4.11 g/LALOGPS
logP-1.6ALOGPS
logP-2.9ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.5ChemAxon
pKa (Strongest Basic)12.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area90.41 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.01 m³·mol⁻¹ChemAxon
Polarizability12.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H9N3O2
IUPAC name2-(N-methylcarbamimidamido)acetic acid
InChI IdentifierInChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)
InChI KeyCVSVTCORWBXHQV-UHFFFAOYSA-N
Isomeric SMILESCN(CC(O)=O)C(N)=N
Average Molecular Weight131.1332
Monoisotopic Molecular Weight131.069476547
Classification
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Guanidine
  • Carboximidamide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point303 oC
Boiling PointNot Available
Experimental Water Solubility13.3 mg/mL at 18 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
Charge0
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0006-9100000000-47f885347545055f546dSpectrum
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-5b42adf83e422cffefb6Spectrum
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-24fa3ff739ff064312abSpectrum
GC-MSCreatine, non-derivatized, GC-MS Spectrumsplash10-014i-0900000000-7739f1c16da098ff4661Spectrum
GC-MSCreatine, non-derivatized, GC-MS Spectrumsplash10-0002-0900000000-f89f340e776ae37776b3Spectrum
GC-MSCreatine, non-derivatized, GC-MS Spectrumsplash10-014i-0900000000-7739f1c16da098ff4661Spectrum
GC-MSCreatine, non-derivatized, GC-MS Spectrumsplash10-0002-0900000000-f89f340e776ae37776b3Spectrum
Predicted GC-MSCreatine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-4697e8a17788c105f1aaSpectrum
Predicted GC-MSCreatine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9600000000-ef8c833ca7ddb4b1a500Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000x-9800000000-bc1387ab36f71e04b988Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-9000000000-6c686da36a88d9fbdbcfSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-9000000000-13b7d28e8f5be1c5dadaSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-cc4bd4c587dd80f63bcbSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0udi-3900000000-d35c7578ad50de8377b7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-a4d7fee14f74e1ed8b4bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-e5d62520dfcbf4bfe5c9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-06fbcf897ccce3fa90b7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-9a0b8275e74605a92681Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000f-9000000000-5f622f2c3de4f213a8edSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-20ba65c7a2c9434fcf39Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-01qc-0965022201-53bb6f168e0934ae4a87Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-000i-9000000000-638479794e8c3a6e0b61Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-004i-0900000000-39676937b1a3ad0dc0bcSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03di-0090000000-d53c75786742ecdb3c16Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001l-0945022201-2fc3f234454021c5e202Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-000i-9000000000-40aa07f89dddb181e489Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001i-0900000000-5aca4d0b8ed7d2500af2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03di-0190000000-9a9685c32bf6c721a497Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-001i-1900000000-c99f9492e0b84d5fae6bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-0006-9300000000-8ab609e6dd62bd18841fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0006-9000000000-e04e407d5f06d21582c4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-0006-9000000000-fd81d06317727fa740b1Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-0006-9000000000-8428e2af90720afb4337Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-001i-0900000000-3162b4c94e66796a643bSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,1H] 2D NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID566
ChEMBL IDCHEMBL283800
KEGG Compound IDC00300
Pubchem Compound ID586
Pubchem Substance IDNot Available
ChEBI ID16919
Phenol-Explorer IDNot Available
DrugBank IDDB00148
HMDB IDHMDB00064
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDCREATINE
BIGG ID34543
KNApSAcK IDNot Available
HET IDCRN
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDCreatine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Glycine amidinotransferase, mitochondrialGATMP50440
Creatine kinase S-type, mitochondrialCKMT2P17540
Creatine kinase B-typeCKBP12277
Creatine kinase U-type, mitochondrialCKMT1AP12532
Creatine kinase M-typeCKMP06732
Pathways
NameSMPDB LinkKEGG Link
Arginine and Proline MetabolismSMP00020 map00330
Glycine and Serine MetabolismSMP00004 map00260
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).