Levomefolate glucosamineProduct ingredient for Levomefolic acid
- Name
- Levomefolate glucosamine
- Drug Entry
- Levomefolic acid
Levomefolic acid (INN) is the metabolite of folic acid (Vitamin B9) and it is a predominant active form of folate found in foods and in the blood circulation, accounting for 98% of folates in human plasma 8. It is transported across the membranes including the blood-brain barrier into various tissues where it plays an essential role in the DNA synthesis, cysteine cycle and regulation of homocysteine, where it methylates homocysteine and forms methionine and tetrahydrofolate (THF). Levomefolate is approved as a food additive and is designated a GRAS (generally regarded as safe) compound 13. It is available commercially as a crystalline form of the calcium salt (Metafolin(R)), which has the stability required for use as a supplement 8. Supplementation of levomefolic acid is desired over folic acid due to reduced potential for masking vitamin B12 deficiency symptoms.
- Accession Number
- DBSALT001567
- Structure
Structure for Levomefolate glucosamine (DBSALT001567)
- Synonyms
- Not Available
- UNII
- Q65PL71Q1A
- CAS Number
- 1181972-37-1
- Weight
- Average: 817.807
Monoisotopic: 817.345376598 - Chemical Formula
- C32H51N9O16
- InChI Key
- FZDRYCKUVGVDSO-KWWXADPNSA-N
- InChI
- InChI=1S/C20H25N7O6.2C6H13NO5/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29;2*7-3(1-8)5(11)6(12)4(10)2-9/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31);2*1,3-6,9-12H,2,7H2/t12-,13-;2*3-,4+,5+,6+/m000/s1
- IUPAC Name
- bis((2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanal); (2S)-2-{[4-({[(6S)-2-amino-4-hydroxy-5-methyl-5,6,7,8-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid
- SMILES
- N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO.N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO.CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(O)=NC(N)=N2
- External Links
- ChemSpider
- 32700797
- Predicted Properties
Property Value Source Water Solubility 0.351 mg/mL ALOGPS logP 0.87 ALOGPS logP -0.93 Chemaxon logS -3.1 ALOGPS pKa (Strongest Acidic) 2.83 Chemaxon pKa (Strongest Basic) 3.75 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 203.03 Å2 Chemaxon Rotatable Bond Count 19 Chemaxon Refractivity 121.93 m3·mol-1 Chemaxon Polarizability 46.47 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon