Showing Compound Creatine (FDB005403)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:40 UTC

Update date

2024-11-29 22:25:37 UTC

Primary ID

FDB005403

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Creatine

Description

Creatine, 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 Number

57-00-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
((Amino(imino)methyl)(methyl)amino)acetic acid	ChEBI
(alpha-Methylguanido)acetic acid	ChEBI
(N-Methylcarbamimidamido)acetic acid	ChEBI
alpha-Methylguanidino acetic acid	ChEBI
Creatin	ChEBI
Kreatin	ChEBI
Methylglycocyamine	ChEBI
N-(Aminoiminomethyl)-N-methylglycine	ChEBI
N-[(e)-AMINO(imino)methyl]-N-methylglycine	ChEBI
N-Amidinosarcosine	ChEBI
N-Carbamimidoyl-N-methylglycine	ChEBI
N-Methyl-N-guanylglycine	ChEBI
((Amino(imino)methyl)(methyl)amino)acetate	Generator
(a-Methylguanido)acetate	Generator
(a-Methylguanido)acetic acid	Generator
(alpha-Methylguanido)acetate	Generator
(Α-methylguanido)acetate	Generator
(Α-methylguanido)acetic acid	Generator
(N-Methylcarbamimidamido)acetate	Generator
a-Methylguanidino acetate	Generator
a-Methylguanidino acetic acid	Generator
alpha-Methylguanidino acetate	Generator
Α-methylguanidino acetate	Generator
Α-methylguanidino acetic acid	Generator
Cosmocair C 100	HMDB
Creatine hydrate	HMDB
Krebiozon	HMDB
Methylguanidoacetate	HMDB
Methylguanidoacetic acid	HMDB
N-(Aminoiminomethyl)-N-methyl-glycine	HMDB
Phosphagen	HMDB
[[Amino(imino)methyl](methyl)amino]acetate	HMDB
[[Amino(imino)methyl](methyl)amino]acetic acid	HMDB
((amino(imino)methyl)(methyl)amino)acetate	biospider
((amino(imino)methyl)(methyl)amino)acetic acid	biospider
(alpha-methylguanido)acetate	biospider
(alpha-methylguanido)acetic acid	biospider
(n-methylcarbamimidamido)acetic acid	biospider
(α-methylguanido)acetate	Generator
(α-methylguanido)acetic acid	Generator
[[amino(Imino)methyl](methyl)amino]acetate	HMDB
[[amino(Imino)methyl](methyl)amino]acetic acid	HMDB
2-(carbamimidoyl-methylamino)acetic acid	biospider
Agen	HMDB
Alpha-methylguanidino acetic acid	biospider
Creatine (8CI)	biospider
Creatine, hydrate	biospider
Methylguanidinoacetic acid	biospider
N-(aminoiminomethyl)-n-methyl-glycine	biospider
N-(aminoiminomethyl)-n-methylglycine	biospider
N-[(e)-amino(imino)methyl]-n-methylglycine	biospider
N-[amino(imino)methyl]-n-methylglycine	biospider
N-amidinosarcosine	biospider
N-carbamimidoyl-n-methylglycine	biospider
N-methyl-n-guanylglycine	biospider
Pyrolysate	biospider
α-methylguanidino acetate	Generator
α-methylguanidino acetic acid	Generator

Predicted Properties

Property	Value	Source
Water Solubility	4.11 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2.9	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	12.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.41 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	42.01 m³·mol⁻¹	ChemAxon
Polarizability	12.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H9N3O2

IUPAC name

2-(N-methylcarbamimidamido)acetic acid

InChI Identifier

InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)

InChI Key

CVSVTCORWBXHQV-UHFFFAOYSA-N

Isomeric SMILES

CN(CC(O)=O)C(N)=N

Average Molecular Weight

131.1332

Monoisotopic Molecular Weight

131.069476547

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha 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 Framework

Aliphatic acyclic compounds

External Descriptors

glycine derivative (CHEBI:16919 )
guanidines (CHEBI:16919 )

Ontology

Lung cancer

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Synthetic:

Personal care product

Biological:

Animal

Metabolite

Industrial application:

Personal care products

Food and nutrition:

Nutritional supplement

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	303 oC
Boiling Point	Not Available
Experimental Water Solubility	13.3 mg/mL at 18 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	0
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9100000000-47f885347545055f546d	2014-09-20	View Spectrum
GC-MS	Creatine, non-derivatized, GC-MS Spectrum	splash10-014i-0900000000-7739f1c16da098ff4661	Spectrum
GC-MS	Creatine, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-f89f340e776ae37776b3	Spectrum
GC-MS	Creatine, non-derivatized, GC-MS Spectrum	splash10-014i-0900000000-7739f1c16da098ff4661	Spectrum
GC-MS	Creatine, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-f89f340e776ae37776b3	Spectrum
Predicted GC-MS	Creatine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-4697e8a17788c105f1aa	Spectrum
Predicted GC-MS	Creatine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9600000000-ef8c833ca7ddb4b1a500	Spectrum
Predicted GC-MS	Creatine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Creatine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Creatine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Creatine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Creatine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Creatine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Creatine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000x-9800000000-bc1387ab36f71e04b988	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9000000000-6c686da36a88d9fbdbcf	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9000000000-13b7d28e8f5be1c5dada	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-cc4bd4c587dd80f63bcb	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0udi-3900000000-d35c7578ad50de8377b7	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-a4d7fee14f74e1ed8b4b	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-e5d62520dfcbf4bfe5c9	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-06fbcf897ccce3fa90b7	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-9a0b8275e74605a92681	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000f-9000000000-5f622f2c3de4f213a8ed	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0900000000-20ba65c7a2c9434fcf39	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-01qc-0965022201-53bb6f168e0934ae4a87	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-9000000000-638479794e8c3a6e0b61	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0900000000-39676937b1a3ad0dc0bc	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-03di-0090000000-d53c75786742ecdb3c16	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001l-0945022201-2fc3f234454021c5e202	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-9000000000-40aa07f89dddb181e489	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001i-0900000000-5aca4d0b8ed7d2500af2	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-03di-0190000000-9a9685c32bf6c721a497	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-001i-1900000000-c99f9492e0b84d5fae6b	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0006-9300000000-8ab609e6dd62bd18841f	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0006-9000000000-e04e407d5f06d21582c4	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0006-9000000000-fd81d06317727fa740b1	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0006-9000000000-8428e2af90720afb4337	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-001i-0900000000-3162b4c94e66796a643b	2012-08-31	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

16919

Phenol-Explorer ID

Not Available

DrugBank ID

DB00148

HMDB ID

HMDB00064

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

CREATINE

BIGG ID

34543

KNApSAcK ID

Not Available

HET ID

CRN

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Creatine

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Glycine amidinotransferase, mitochondrial	GATM	P50440
Creatine kinase S-type, mitochondrial	CKMT2	P17540
Creatine kinase B-type	CKB	P12277
Creatine kinase U-type, mitochondrial	CKMT1A	P12532
Creatine kinase M-type	CKM	P06732

Pathways

Name	SMPDB Link	KEGG Link
Arginine and Proline Metabolism	SMP00020	map00330
Glycine and Serine Metabolism	SMP00004	map00260
Metabolism and Physiological Effects of Creatinine	SMP0123283	Not Available