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Record Information
Version1.0
Creation Date2016-07-13 19:40:49 UTC
Update Date2016-09-23 18:44:30 UTC
LmdbLMDB00029
Secondary Accession NumbersNone
Metabolite Identification
Common NameCreatine
DescriptionCreatine is an amino acid that occurs in vertebrate tissues and in urine. In muscle tissue, creatine generally occurs as phosphocreatine. Creatine is excreted as creatinine in the urine. Creatine functions as part of the cell's energy shuttle. The high energy phosphate group of ATP is transferred to creatine to form phosphocreatine in the following reaction: Cr + ATP <-> PCr + ADP. This reaction is reversibly catalyzed by creatine kinase. In the animal body creatine is synthesized mainly in the liver by the use of parts from three different amino acids - arginine, glycine, and methionine. 95% of it is later stored in the skeletal muscles, with the rest in the brain, heart, testes.
Structure
Thumb
Synonyms
ValueSource
((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
Chemical FormulaC4H9N3O2
Average Molecular Weight131.1332
Monoisotopic Molecular Weight131.069476547
IUPAC Name2-(N-methylcarbamimidamido)acetic acid
Traditional Namecreatine
CAS Registry Number57-00-1
SMILES
CN(CC(O)=O)C(N)=N
InChI Identifier
InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)
InChI KeyCVSVTCORWBXHQV-UHFFFAOYSA-N
Chemical Taxonomy
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
StatusDetected and Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-7739f1c16da098ff4661View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0002-0900000000-f89f340e776ae37776b3View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-7739f1c16da098ff4661View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0002-0900000000-f89f340e776ae37776b3View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-4697e8a17788c105f1aaView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9600000000-ef8c833ca7ddb4b1a500View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000x-9800000000-bc1387ab36f71e04b988View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-9000000000-6c686da36a88d9fbdbcfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-9000000000-13b7d28e8f5be1c5dadaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-cc4bd4c587dd80f63bcbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0udi-3900000000-d35c7578ad50de8377b7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-a4d7fee14f74e1ed8b4bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-e5d62520dfcbf4bfe5c9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-06fbcf897ccce3fa90b7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-9000000000-9a0b8275e74605a92681View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000f-9000000000-5f622f2c3de4f213a8edView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-20ba65c7a2c9434fcf39View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-01qc-0965022201-53bb6f168e0934ae4a87View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-000i-9000000000-638479794e8c3a6e0b61View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-004i-0900000000-39676937b1a3ad0dc0bcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03di-0090000000-d53c75786742ecdb3c16View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001l-0945022201-2fc3f234454021c5e202View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-000i-9000000000-40aa07f89dddb181e489View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-001i-0900000000-5aca4d0b8ed7d2500af2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03di-0190000000-9a9685c32bf6c721a497View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-001i-1900000000-c99f9492e0b84d5fae6bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-0006-9300000000-8ab609e6dd62bd18841fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0006-9000000000-e04e407d5f06d21582c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-0006-9000000000-fd81d06317727fa740b1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-0006-9000000000-8428e2af90720afb4337View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-001i-0900000000-3162b4c94e66796a643bView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9100000000-47f885347545055f546dView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,1H] 2D NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biofluid Locations and Tissue Locations
  • Brain
  • Cerebrospinal Fluid (CSF)
  • Colostrum
  • Jejunum
  • Kidney
  • Liver
  • Lung
  • Meat
  • Milk
  • Plasma
  • Rumen
  • Serum
  • Synovial Fluid
  • Urine
  • Vitreous Humour
  • Whole blood
Concentrations
BiofluidStatusValueConditionSpeciesReferenceDetails
BrainDetected but not QuantifiedNot ApplicableNot AvailableOvine details
Cerebrospinal Fluid (CSF)Detected but not QuantifiedNot ApplicableNot AvailableOvine details
ColostrumDetected but not QuantifiedNot ApplicableNot AvailableBovine
    • S. F. Graham, T. ...
details
ColostrumDetected but not QuantifiedNot ApplicableNot AvailableBovine details
JejunumDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
KidneyDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
LiverDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
LungDetected and Quantified0.29+/-0.01 umol/gNot AvailablePorcine details
MeatDetected but not QuantifiedNot ApplicableNot AvailableBovine
    • S. F. Graham, T. ...
details
MeatDetected and Quantified6.10+/-2.67 umol/gNot AvailableBovine
    • S. F. Graham, T. ...
details
MeatDetected and Quantified83.85+/-4.34 umol/gNot AvailableBovine
    • S. F. Graham, T. ...
details
MeatDetected and Quantified86.62+/-4.69 umol/gNot AvailableBovine
    • S. F. Graham, T. ...
details
MeatDetected and Quantified91.98+/-5.88 umol/gNot AvailableBovine
    • S. F. Graham, T. ...
details
MeatDetected but not QuantifiedNot ApplicableNot AvailableBovine details
MeatDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
MeatDetected and Quantified10147.92 +/- 171.42 uMNot AvailableBovine details
MeatDetected and Quantified7752.34 +/- 490.5 uMNot AvailableBovine details
MeatDetected and Quantified8768.14 +/- 196.21 uMNot AvailableBovine details
MeatDetected and Quantified8769.99 +/- 413.59 uMNot AvailableBovine details
MilkDetected but not QuantifiedNot ApplicableNot AvailableBovine details
MilkDetected but not QuantifiedNot ApplicableNot AvailableBovine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailableEquine
    • E. E. Escalona, J...
details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailableBovine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailableOvine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailableBovine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailableBovine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailableBovine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
PlasmaDetected but not QuantifiedNot ApplicableNot AvailableEquine details
RumenDetected but not QuantifiedNot ApplicableNot AvailableBovine
    • Hanne Christine B...
details
SerumDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
SerumDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
SerumDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
SerumDetected but not QuantifiedNot ApplicableNot AvailableBovine details
SerumDetected but not QuantifiedNot ApplicableNot AvailableBovine details
SerumDetected but not QuantifiedNot ApplicableNot AvailableBovine details
SerumDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
SerumDetected but not QuantifiedNot ApplicableNot AvailableOvine details
SerumDetected but not QuantifiedNot ApplicableNot AvailableOvine details
SerumDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
Synovial FluidDetected but not QuantifiedNot ApplicableNot AvailableOvine details
UrineDetected and Quantified166 umol/mmol creatinineNot AvailablePorcine details
UrineDetected and Quantified30 umol/mmol creatinineNot AvailablePorcine details
UrineDetected but not QuantifiedNot ApplicableNot AvailableEquine
    • E. E. Escalona, J...
details
UrineDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
UrineDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
UrineDetected but not QuantifiedNot ApplicableNot AvailablePorcine details
UrineDetected but not QuantifiedNot ApplicableNot AvailableOvine details
UrineDetected but not QuantifiedNot ApplicableNot AvailableOvine details
Vitreous HumourDetected but not QuantifiedNot ApplicableNot AvailableCaprine details
Whole bloodDetected and Quantified189.883-542.197 uMNot AvailableBovine
    • Arthur K. Anderso...
details
DrugBank IDDB00148
HMDB IDHMDB0000064
FooDB IDFDB005403
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG ID34543
BioCyc IDCREATINE
METLIN ID7
PDB IDCRN
Wikipedia LinkCreatine
Chemspider ID566
ChEBI ID16919
PubChem Compound ID586
Kegg Compound IDC00300
YMDB IDNot Available
ECMDB IDECMDB21412
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available