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CHEBI:189667 - 5-methyltetrahydrofolate(2−)

ChEBI IDCHEBI:189667
ChEBI Name5-methyltetrahydrofolate(2−)
Stars
ASCII Name5-methyltetrahydrofolate(2-)
DefinitionA dicarboxylic acid dianion resulting from the deprotonation of the two carboxy groups of 5-methyltetrahydrofolic acid; major species at pH 7.3.
Last Modified14 February 2022
SubmitterAdnan
DownloadsMolfile
FormulaC20H23N7O6
Net Charge-2
Average Mass457.447
Monoisotopic Mass457.17208
SMILESCN1c2c(nc(N)nc2=O)NCC1CNc1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1
InChIInChI=1S/C20H25N7O6/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/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/p-2/t12?,13-/m0/s1
InChIKeyZNOVTXRBGFNYRX-ABLWVSNPSA-L
Roles Classification
Biological Role:
water-soluble vitamin (role)  Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
Application:
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
ChEBI Ontology
Outgoing Relation(s)
5-methyltetrahydrofolate(2−) (CHEBI:189667) has functional parent 5,6,7,8-tetrahydrofolate(2−) (CHEBI:68437)
5-methyltetrahydrofolate(2−) (CHEBI:189667) is a 5-methyltetrahydrofolate (CHEBI:20612)
5-methyltetrahydrofolate(2−) (CHEBI:189667) is a dicarboxylic acid dianion (CHEBI:28965)
5-methyltetrahydrofolate(2−) (CHEBI:189667) is conjugate base of 5-methyltetrahydrofolic acid (CHEBI:15641)
Incoming Relation(s)
(6S)-5-methyltetrahydrofolate(2−) (CHEBI:18608) is a 5-methyltetrahydrofolate(2−) (CHEBI:189667)
5-methyltetrahydrofolic acid (CHEBI:15641) is conjugate acid of 5-methyltetrahydrofolate(2−) (CHEBI:189667)
IUPAC Name 
(2S)-2-(4-{[(2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}benzamido)pentanedioate
Synonyms  Source
5-methyltetrahydrofolic acid dianionChEBI
N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamate(2−)ChEBI