Livestock Metabolome Database: Showing metabocard for Dimethylglycine (LMDB00039)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:41:02 UTC

Update Date

2021-04-30 20:57:42 UTC

Lmdb

LMDB00039

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dimethylglycine

Description

Dimethylglycine (DMG) is an amino acid derivative found in the cells of all plants and animals and can be obtained in the diet in small amounts from grains and meat. The animal body produces DMG when metabolizing choline into Glycine. Dimethylglycine that is not metabolized in the liver is transported by the circulatory system to body tissue. Dimethylglycine was popular with Russian athletes and cosmonauts owing to its reputed ability to increase endurance and reduce fatigue. DMG is also a byproduct of homocysteine metabolism. Homocysteine and betaine are converted to methionine and N, N-dimethylglycine by betaine-homocysteine methyltransferase.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Dimethylamino)acetic acid	ChEBI
2-(Dimethylamino)acetic acid	ChEBI
N,N-Dimethylaminoacetic acid	ChEBI
N-Methylsarcosine	ChEBI
(Dimethylamino)acetate	Generator
2-(Dimethylamino)acetate	Generator
N,N-Dimethylaminoacetate	Generator
N,N-Dimethylglycine	HMDB
N-Methylsarcosine N,N-dimethyl-glycine	HMDB
Dimethylglycine, monopotassium salt	HMDB
Dimethylglycine, sodium salt	HMDB
Dimethylglycine, calcium salt	HMDB
Dimethylglycine monohydrochloride	HMDB
2-(N,N-Dimethylamino)acetic acid	HMDB
DMG	HMDB
Dimethylglycine	HMDB

Chemical Formula

C₄H₉NO₂

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

IUPAC Name

2-(dimethylamino)acetic acid

Traditional Name

dimethylglycine

CAS Registry Number

1118-68-9

SMILES

CN(C)CC(O)=O

InChI Identifier

InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)

InChI Key

FFDGPVCHZBVARC-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

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

Alternative Parents

Substituents

Alpha-amino acid
Tertiary amine
Tertiary aliphatic amine
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-methyl-amino acid (CHEBI:17724 )
N-methylglycines (CHEBI:17724 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.7	ALOGPS
logP	-3.1	ChemAxon
logS	0.96	ALOGPS
pKa (Strongest Acidic)	1.88	ChemAxon
pKa (Strongest Basic)	9.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.07 m³·mol⁻¹	ChemAxon
Polarizability	10.47 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-03gi-3900000000-fe42012cdac3329e6581	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-03gi-3900000000-fe42012cdac3329e6581	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9000000000-a221fa71e9aae0e6fb23	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-9100000000-055c11ef221fe49aa4a4	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0udi-0900000000-02624b93137883b214ad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0udi-0900000000-02624b93137883b214ad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-22251cf55b4f995779ca	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0fk9-9400000000-1fe132e044be34498d87	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-9200000000-c3fc59f00bbe1e009053	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0a4i-9000000000-7f6039bf537452ff6c93	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00dj-9100000000-b9c7546951d9f51f58d0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0udi-2900000000-39eb87f9d7bffb116792	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0a4r-9100000000-c67140c27d7ca787f694	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a4i-9000000000-9c9075d302e11b82ee64	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0a4i-9000000000-5c3302b240b5bdfde85d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-052f-9000000000-4ec4602699db0863421f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0zfr-6900000000-61f31e5540076abc389d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive	splash10-0a4i-9100000000-635be273cdf7a4cdfe53	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0zfr-5900000000-5ca66452e93663c4d82a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive	splash10-0a4i-9200000000-0e2fb3ac0a1721a846b1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-2900000000-39eb87f9d7bffb116792	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4r-9100000000-c67140c27d7ca787f694	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-9c9075d302e11b82ee64	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-5c3302b240b5bdfde85d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-052f-9000000000-9950e0391541ef1aaf5e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0zfr-6900000000-61f31e5540076abc389d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-9100000000-635be273cdf7a4cdfe53	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0zfr-5900000000-5ca66452e93663c4d82a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-9200000000-0e2fb3ac0a1721a846b1	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,1H] 2D NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Ruminal Fluid
Serum
Urine

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Ruminal Fluid	Detected but not Quantified	Not Applicable	Not Available	Bovine	24617926	details
Serum	Detected and Quantified	0.8709 +/- 0.2098 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.9344 +/- 0.3871 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.9574 +/- 0.609 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8575 +/- 0.1455 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.75 +/- 0.36 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	1.0 +/- 0.578 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8177 +/- 0.0685 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8824 +/- 0.2132 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8484 +/- 0.1232 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8216 +/- 0.0736 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8487 +/- 0.1136 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.9429 +/- 0.2522 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8154 +/- 0.0355 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8461 +/- 0.1499 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	1.2495 +/- 0.851 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8145 +/- 0.0496 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.8668 +/- 0.1895 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Porcine	22661492	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Porcine	21761043	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Equine	E. E. Escalona, J...	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Porcine	22661492	details