CAS 3432-99-3: 5,10-Methylene-5,6,7,8-tetrahydrofolic acid
Description:5,10-Methylene-5,6,7,8-tetrahydrofolic acid, commonly referred to as methylenetetrahydrofolate, is a derivative of folate, a B-vitamin essential for various biological processes. This compound plays a crucial role in one-carbon metabolism, particularly in the synthesis of nucleotides and amino acids, which are vital for DNA replication and repair. It is characterized by its tetrahydrofolate structure, which includes a pteridine ring, para-aminobenzoic acid, and a glutamic acid tail. The methylene group at the 5,10 position is significant for its function in transferring one-carbon units. This compound is water-soluble and is typically involved in enzymatic reactions catalyzed by methylene tetrahydrofolate reductase (MTHFR). Deficiencies in this compound can lead to various health issues, including megaloblastic anemia and elevated homocysteine levels, which are associated with cardiovascular diseases. Its role in cellular metabolism and its involvement in the methylation cycle underscore its importance in human health and nutrition.
Formula:C20H23N7O6
InChI:InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12?,13-/m0/s1
InChI key:InChIKey=QYNUQALWYRSVHF-ABLWVSNPSA-N
SMILES:O=C1N=C(N)NC=2NCC3N(C12)CN(C4=CC=C(C=C4)C(=O)NC(C(=O)O)CCC(=O)O)C3
- Synonyms:
- (+)-5,10-Methylene-5,6,7,8-tetrahydrofolic acid
- (2s)-2-(4-(3-Amino-1-oxo-5,6,6a,7-tetrahydroimidazo[1,5-f]pteridin-8(1H,4H,9H)-yl)benzamido)pentanedioic acid
- 5,10-Methylene-(6RS)-tetrahydrofolic acid
- 5,10-Methylenetetrafolate
- 5,10-Methylenetetrahydrofolic acid
- <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-(3-amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-
- Anx-510
- Folic acid, tetrahydro-N<sup>5</sup>,N<sup>10</sup>-methylene-
- Folitixorin
- Glutamic acid, N-[p-(3-amino-5,6,6a,7-tetrahydro-1-hydroxyimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-, <span class="text-smallcaps">L</span>-
- See more synonyms
- Imidazo[1,5-f]pteridine, <span class="text-smallcaps">L</span>-glutamic acid deriv.
- L-glutamic acid, N-[4-(3-amino-5,6,6a,7-tetrahydro-1-hydroxyimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-
- N-[4-(3-Amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-<span class="text-smallcaps">L</span>-glutamic acid
- N-[4-(3-amino-1-hydroxy-5,6,6a,7-tetrahydroimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-L-glutamic acid
- N-{4-[(6aR)-3-amino-1-oxo-1,4,5,6,6a,7-hexahydroimidazo[1,5-f]pteridin-8(9H)-yl]benzoyl}-L-glutamic acid
- N<sup>5</sup>,N<sup>10</sup>-Methylene-5,6,7,8-tetrahydrofolic acid
- N<sup>5</sup>,N<sup>10</sup>-Methylenetetrahydrofolic acid
- N<sup>5</sup>,N<sup>10</sup>-Methylenetetrahydropteroylglutamic acid
- Imidazo[1,5-f]pteridine, L-glutamic acid deriv.
- Folic acid, tetrahydro-N5,N10-methylene-
- Glutamic acid, N-[p-(3-amino-5,6,6a,7-tetrahydro-1-hydroxyimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-, L-
- L-Glutamic acid, N-[4-(3-amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-
- N-[4-(3-Amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-L-glutamic acid
