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Dimethylglycine information


Dimethylglycine
Skeletal formula of dimethylglycine
Ball-and-stick model of the dimethylglycine molecule as a zwitterion
Names
IUPAC name
N,N-Dimethylglycine
Systematic IUPAC name
(Dimethylamino)acetic acid
Identifiers
CAS Number
  • 1118-68-9 checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B00224
Beilstein Reference
1700261
ChEBI
  • CHEBI:17724 ☒N
ChemSpider
  • 653 checkY
DrugBank
  • DB02083 checkY
ECHA InfoCard 100.012.971 Edit this at Wikidata
EC Number
  • 214-267-8
Gmelin Reference
82215
KEGG
  • C01026 checkY
MeSH dimethylglycine
PubChem CID
  • 673
RTECS number
  • MB9865000
UNII
  • 7797M4CPPA checkY
CompTox Dashboard (EPA)
  • DTXSID6074336 Edit this at Wikidata
InChI
  • InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7) checkY
    Key: FFDGPVCHZBVARC-UHFFFAOYSA-N checkY
SMILES
  • CN(C)CC(O)=O
Properties
Chemical formula
C4H9NO2
Molar mass 103.121 g·mol−1
Appearance White crystals
Odor Odourless
Density 1.069 g/mL
Melting point 178 to 182 °C (352 to 360 °F; 451 to 455 K)
Boiling point 175.2 °C (347.4 °F; 448.3 K)
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H302
Lethal dose or concentration (LD, LC):
LD50 (median dose)
>650 mg kg−1 (oral, rat)
Related compounds
Related alkanoic acids
  • Sarcosine
  • Glycocyamine
  • Creatine
  • N-Methyl-D-aspartic acid
  • beta-Methylamino-L-alanine
  • Guanidinopropionic acid
Related compounds
Dimethylacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dimethylglycine (DMG) is a derivative of the amino acid glycine with the structural formula (CH3)2NCH2COOH. It can be found in beans and liver, and has a sweet taste. It can be formed from trimethylglycine upon the loss of one of its methyl groups. It is also a byproduct of the metabolism of choline.

When DMG was first discovered, it was referred to as Vitamin B16, but, unlike true B vitamins, deficiency of DMG in the diet does not lead to any ill-effects and it is synthesized by the human body in the citric acid cycle meaning it does not meet the definition of a vitamin.

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Dimethylglycine

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Dimethylglycine (DMG) is a derivative of the amino acid glycine with the structural formula (CH3)2NCH2COOH. It can be found in beans and liver, and has...

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Sarcosine

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metabolism of choline to glycine. Sarcosine, like the related compounds dimethylglycine (DMG) and trimethylglycine (betaine, TMG), is formed via the metabolism...

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Dimethylglycine dehydrogenase

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In enzymology, a dimethylglycine dehydrogenase (EC 1.5.8.4) is an enzyme that catalyzes the chemical reaction N,N-dimethylglycine + acceptor + H2O ⇌ {\displaystyle...

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Dimethylglycine oxidase

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In enzymology, a dimethylglycine oxidase (EC 1.5.3.10) is an enzyme that catalyzes the chemical reaction N,N-dimethylglycine + H2O + O2 ⇌ {\displaystyle...

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Trimethylglycine

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H+ ⇌ (CH3)3N+CH2CO2H (aq) Demethylation of trimethylglycine gives dimethylglycine. Processing sucrose from sugar beets yields glycine betaine as a byproduct...

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Intestinal metabolic bromhidrosis syndrome

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IBS research showed e.g. elevated dimethylglycine levels in urine samples of patient subgroups. Elevated dimethylglycine levels in urine samples are known...

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Myasthenia gravis

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such as MDDGC3 (a.k.a. LGMDR15 and LGMD2O). Myofibrillar myopathy 10, dimethylglycine dehydrogenase deficiency, erythrocyte lactate transporter defect, and...

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Ketamine

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Apimostinel (NRX-1074) B6B21 CCG D-Alanine D-Cycloserine D-Serine DHPG Dimethylglycine Glycine HA-966 L-687414 L-Alanine L-Serine Milacemide Neboglamine (nebostinel)...

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Magnesium

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B vitamins

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subject to seizure by the US Food and Drug Administration. Vitamin B16: dimethylglycine (DMG) is synthesized by the human body from choline. Vitamin B17: pseudoscientific...

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C4H9NO2

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3-Aminoisobutyric acid Nitroisobutane n-Nitrobutane Butyl nitrite Dimethylglycine Isobutyl nitrite This set index page lists chemical structure articles...

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Pentobarbital

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Zinc

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Saffron

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Barbiturate

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Phencyclidine

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Apimostinel (NRX-1074) B6B21 CCG D-Alanine D-Cycloserine D-Serine DHPG Dimethylglycine Glycine HA-966 L-687414 L-Alanine L-Serine Milacemide Neboglamine (nebostinel)...

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Hydrochlorothiazide

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Methadone

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Formaldehyde

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oxidative demethylations, semicarbazide-sensitive amine oxidases, dimethylglycine dehydrogenases, lipid peroxidases, P450 oxidases, and N-methyl group...

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Diethyl ether

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Nitrous oxide

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Haloperidol

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