Page last updated: 2024-10-15

5-methyltetrahydrohomofolic acid

Description

5-methyltetrahydrohomofolic acid: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135436541
CHEMBL ID12213
SCHEMBL ID1228871
MeSH IDM0074085

Synonyms (27)

Synonym
mthhf
52386-42-2
(2s)-2-[[4-[2-(2-amino-5-methyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)ethylamino]benzoyl]amino]pentanedioic acid
emfolin sodium
methyltetrahydrohomofolate
ketotrexate
CHEMBL12213 ,
2-{4-[2-(2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinyl)ethylamino]phenylcarboxamido}-(2s)-pentanedioic acid
bdbm50028981
52196-22-2
ketotrexate [inn]
n-(4-((2-(2-amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)ethyl)amino)benzoyl)glutamic acid
unii-504rn634mm
5-methyltetrahydrohomofolic acid
504rn634mm ,
n-(p-((2-(2-amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)ethyl)amino)benzoyl)-l-glutamic acid
ketotrexato
n-(4-((2-(2-amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)ethyl)amino)benzoyl)-l-glutamic acid
ketotrexato [spanish]
ketotrexatum [latin]
ketotrexatum
KCPBTDJBDDCNQE-KZUDCZAMSA-N
SCHEMBL1228871
(2s)-2-(4-(2-(2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)ethylamino)benzamido)pentanedioic acid
DTXSID40966570
Q27260754
(2s)-2-[[4-[2-(2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)ethylamino]benzoyl]amino]pentanedioic acid

Bioavailability

ExcerptReference
" Because of the observed differential plasma response and the hypothesized difference in the site of initial metabolism, the historical use of PteGlu as a "reference folate" in studies of folate bioavailability is seriously questioned."( Differential kinetic behavior and distribution for pteroylglutamic acid and reduced folates: a revised hypothesis of the primary site of PteGlu metabolism in humans.
Dainty, JR; Finglas, PM; Gregory, JF; Hart, DJ; Wolfe, CA; Wright, AJ; Wright, DM, 2005
)
" It is well known that the microflora in the colon produce large quantities of folate that approach or exceed recommended dietary intakes; however, there is no direct evidence of the bioavailability of this pool in humans."( Folate is absorbed across the colon of adults: evidence from cecal infusion of (13)C-labeled [6S]-5-formyltetrahydrofolic acid.
Aufreiter, S; Fazili, Z; Gregory, JF; Kamalaporn, P; Kim, YI; Marcon, N; O'Connor, DL; Pencharz, PB; Pfeiffer, CM, 2009
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
purine nucleotide biosynthetic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
neutrophil homeostasisC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
neural tube closureC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
purine nucleotide biosynthetic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
methionine metabolic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
one-carbon metabolic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
heart developmentC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
serine family amino acid metabolic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
serine family amino acid biosynthetic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
methionine biosynthetic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
purine ribonucleotide biosynthetic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
10-formyltetrahydrofolate biosynthetic processC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
transsulfurationC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
tetrahydrofolate interconversionC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
embryonic neurocranium morphogenesisC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
embryonic viscerocranium morphogenesisC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
somite developmentC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
formate-tetrahydrofolate ligase activityC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
methenyltetrahydrofolate cyclohydrolase activityC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
methylenetetrahydrofolate dehydrogenase [NAD(P)+] activityC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
methylenetetrahydrofolate dehydrogenase (NAD+) activityC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
methylenetetrahydrofolate dehydrogenase (NADP+) activityC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
protein bindingC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
ATP bindingC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
mitochondrionC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
cytosolC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
membraneC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
extracellular exosomeC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
cytosolC-1-tetrahydrofolate synthase, cytoplasmicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID409955Inhibition of mouse liver MAOB2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID3156Compound was tested for in vitro inhibition of 5,10-Methylene Tetrahydrofolate Cyclohydrolase, competitive against (+)-L-5,10-methenyltetrahydrofolate1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis of 5,11-methenyltetrahydrohomofolate and its antifolate activity in vitro.
AID409956Inhibition of mouse brain MAOB2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID409953Inhibition of mouse liver MAOA2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID409954Inhibition of mouse brain MAOA2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (58.33)18.7374
1990's0 (0.00)18.2507
2000's3 (25.00)29.6817
2010's2 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (8.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]