2-(trimethylazaniumyl)acetate hydrate

• ChemBase ID: 107036
• Molecular Formular: C5H13NO3
• Molecular Mass: 135.16162
• Monoisotopic Mass: 135.08954328
• SMILES: O.C[N+](C)(C)CC(=O)[O-]
• Canonical SMILES: [O-]C(=O)C[N+](C)(C)C.O
• InChI: InChI=1S/C5H11NO2.H2O/c1-6(2,3)4-5(7)8;/h4H2,1-3H3;1H2
• InChIKey: NJZRLXNBGZBREL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(trimethylazaniumyl)acetate hydrate
• IUPAC Traditional name: glycine betaine hydrate
• Synonyms: βINE MONOHYDRATE; Betaine monohydrate; 2-(Trimethylammonio)acetate hydrate; 甜菜碱 一水合物

Database IDs

• CAS Number: 590-47-6
• EC Number: 209-684-7; 203-490-6
• MDL Number: MFCD00150010
• Beilstein Number: 3626258
• PubChem SID: 24891670; 24848568; 162093401
• PubChem CID: 24884197

CALCULATED PROPERTIES

• Acid pKa: 2.2595637
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.7238586
• LogD (pH = 7.4): -3.723654
• Log P: -4.494184
• Molar Refractivity: 52.8234 cm^3
• Polarizability: 11.840481 Å^3
• Polar Surface Area: 40.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥99.0% (NT); 95+%; 99%
• Linear Formula: (CH3)3N+CH2COO- · H2O

DETAILS

Sigma Aldrich - B2754

Biochem/physiol Actions
End-product of oxidative metabolism of choline, betaine is a general methyl donor, in particular in a minor pathway of methionine biosynthesis. It is used to treat homocystinuria, which is a defect in the major pathway of methionine biosynthesis.1

Sigma Aldrich - 14300

Application
βine monohydrate has been used to study nitrogen balance and nutrient digestibility in piglets fed diets deficient in methionine and low in compatible osmolytes. βine monohydrate has also been used to compare the effects of pressure on three layered hydrates.
Biochem/physiol Actions
End-product of oxidative metabolism of choline, betaine is a general methyl donor, in particular in a minor pathway of methionine biosynthesis. It is used to treat homocystinuria, which is a defect in the major pathway of methionine biosynthesis.1

Sigma Aldrich - 219134

Biochem/physiol Actions
End-product of oxidative metabolism of choline, betaine is a general methyl donor, in particular in a minor pathway of methionine biosynthesis. It is used to treat homocystinuria, which is a defect in the major pathway of methionine biosynthesis.1