Betaine citrateProduct ingredient for Betaine

Name
Betaine citrate
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
DBSALT002227
Structure
Synonyms
Not Available
UNII
19JX795NXV
CAS Number
17671-50-0
Weight
Average: 308.264
Monoisotopic: 308.098704744
Chemical Formula
C11H18NO9
InChI Key
YKXUOESQDCXGIW-UHFFFAOYSA-M
InChI
InChI=1S/C6H8O7.C5H11NO2/c7-3(8)1-6(13,5(11)12)2-4(9)10;1-6(2,3)4-5(7)8/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);4H2,1-3H3/p-1
IUPAC Name
2-(trimethylazaniumyl)acetate 3-carboxy-2-(carboxymethyl)-2-hydroxypropanoate
SMILES
C[N+](C)(C)CC([O-])=O.OC(=O)CC(O)(CC(O)=O)C([O-])=O
ChemSpider
32698957
Predicted Properties
PropertyValueSource
Water Solubility6.59 mg/mLALOGPS
logP-1.8ALOGPS
logP-1.3Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)3.05Chemaxon
pKa (Strongest Basic)-4.2Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area134.96 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity46.46 m3·mol-1Chemaxon
Polarizability15.08 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon