Betaine hydrochlorideProduct ingredient for Betaine

Name
Betaine hydrochloride
Drug Entry
Betaine

Betaine is a methyl group donor that functions in the normal metabolic cycle of methionine. It is a naturally occurring choline derivative commonly ingested through diet, with a role in regulating cellular hydration and maintaining cell function.3,4 Homocystinuria is an inherited disorder that leads to the accumulation of homocysteine in plasma and urine. Currently, no treatments are available to correct the genetic causes of homocystinuria. However, in order to normalize homocysteine levels, patients can be treated with vitamin B6 (pyridoxine), vitamin B12 (cobalamin), folate and specific diets.7 Betaine reduces plasma homocysteine levels in patients with homocystinuria.5 Although it is present in many food products, the levels found there are insufficient to treat this condition. The FDA and EMA have approved the product Cystadane (betaine anhydrous, oral solution) for the treatment of homocystinuria,5,7 and the EMA has approved the use of Amversio (betaine anhydrous, oral powder).6

Accession Number
DBSALT001448
Structure
Synonyms
Betaine HCl
UNII
JK8U8K4D6K
CAS Number
590-46-5
Weight
Average: 153.61
Monoisotopic: 153.0556563
Chemical Formula
C5H12ClNO2
InChI Key
HOPSCVCBEOCPJZ-UHFFFAOYSA-N
InChI
InChI=1S/C5H11NO2.ClH/c1-6(2,3)4-5(7)8;/h4H2,1-3H3;1H
IUPAC Name
2-(trimethylazaniumyl)acetate hydrochloride
SMILES
Cl.C[N+](C)(C)CC([O-])=O
ChemSpider
11058
ChEMBL
CHEMBL1201130
Wikipedia
Trimethylglycine
Predicted Properties
PropertyValueSource
Water Solubility1.86 mg/mLALOGPS
logP-2.7ALOGPS
logP-4.5Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)2.26Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area40.13 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity52.82 m3·mol-1Chemaxon
Polarizability12.11 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon