CHEBI:15641 - 5-methyltetrahydrofolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5-methyltetrahydrofolic acid
ChEBI ID CHEBI:15641
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12146, CHEBI:2097
Supplier Information
Download Molfile XML SDF
Formula C20H25N7O6
Net Charge 0
Average Mass 459.45580
Monoisotopic Mass 459.18663
InChI InChI=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)/t12-,13-/m0/s1
InChIKey ZNOVTXRBGFNYRX-STQMWFEESA-N
SMILES CN1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNc2nc(N)[nH]c(=O)c12
Roles Classification
Biological Role(s): 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.
(via B vitamin )
Application(s): 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.
(via B vitamin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-methyltetrahydrofolic acid (CHEBI:15641) is a tetrahydrofolic acid (CHEBI:26907)
5-methyltetrahydrofolic acid (CHEBI:15641) is conjugate acid of 5-methyltetrahydrofolate(2−) (CHEBI:18608)
Incoming 5-methyltetrahydrofolyl polyglutamate macromolecule (CHEBI:63907) has functional parent 5-methyltetrahydrofolic acid (CHEBI:15641)
5-methyltetrahydrofolate(2−) (CHEBI:18608) is conjugate base of 5-methyltetrahydrofolic acid (CHEBI:15641)
IUPAC Name
N-[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
Synonyms Sources
5-Methyltetrahydrofolate KEGG COMPOUND
[(6S)-5-methyl-5,6,7,8-tetrahydropteroyl]glutamate ChEBI
N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid ChEBI
Manual Xrefs Databases
C00007252 KNApSAcK
C00440 KEGG COMPOUND
DB04789 DrugBank
View more database links
Registry Number Type Source
134-35-0 CAS Registry Number KEGG COMPOUND
Last Modified
11 May 2017
General Comment
2004-01-09 The naturally occurring compound is the 6S stereoisomer.