CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: 5-methyltetrahydrofolic acid
Accession: CHEBI:15641
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Definition: A tetrahydrofolic acid that is 5,6,7,8-tetrahydrofolic acid substituted by a methyl group at position 5.
Synonyms: exact_synonym: N-(4-{[(2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
related_synonym: 5-Methyltetrahydrofolate; 5-methyl-5,6,7,8-tetrahydrofolate; 5-methyl-5,6,7,8-tetrahydrofolic acid; 5-methyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid; 5-methyl-THF; 5-methyltetrahydropteroylglutamic acid; Formula=C20H25N7O6; 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-ABLWVSNPSA-N; N(5)-methyl-tetrahydrofolate; N(5)-methyl-tetrahydrofolic acid; N(5)-methyltetrahydrofolic acid; N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid; N-methyltetrahydrofolate; N-methyltetrahydrofolic acid; SMILES=CN1C(CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)NC(N)=N2
alt_id: CHEBI:12146; CHEBI:182992; CHEBI:2097
xref: AGR:IND606335060; CAS:134-35-0; Chemspider:8001181; DrugBank:DB04789; FooDB:FDB022600; HMDB:HMDB0001396; KEGG:C00440; KNApSAcK:C00007252
xref_mesh: MESH:C005984
xref: PMID:10993519; PMID:11816560; PMID:15094208; PMID:15173401; PMID:15717023; PMID:16310391; PMID:16429378; PMID:1683972; PMID:17176169; PMID:18160726; PMID:1969014; PMID:2445472; PMID:32170863; PMID:34311437; PMID:34886014; PMID:6609768; PMID:8031869; PMID:8613033; PMID:9101216; PMID:9870205
cyclic_relationship: is_conjugate_acid_of CHEBI:189667
G
ALDH1L1
aldehyde dehydrogenase 1 family member L1
decreases abundance
EXP
ALDH1L1 protein results in decreased abundance of 5-methyltetrahydrofolate
CTD
PMID:16627483
NCBI chr 3:126,103,570...126,197,945
Ensembl chr 3:126,103,562...126,197,994
G
FOLR1
folate receptor alpha
increases uptake
EXP
FOLR1 protein results in increased uptake of 5-methyltetrahydrofolate
CTD
PMID:17473184
NCBI chr11:72,189,709...72,196,323
Ensembl chr11:72,189,558...72,196,323
G
GNMT
glycine N-methyltransferase
affects binding
ISO
GNMT protein binds to 5-methyltetrahydrofolate
CTD
PMID:17158459
NCBI chr 6:42,960,754...42,963,880
Ensembl chr 6:42,960,754...42,963,880
G
MTHFR
methylenetetrahydrofolate reductase
increases chemical synthesis
EXP
MTHFR protein results in increased chemical synthesis of 5-methyltetrahydrofolate
CTD
PMID:7647779 PMID:9719624
NCBI chr 1:11,785,723...11,805,964
Ensembl chr 1:11,785,723...11,806,455
G
MTR
5-methyltetrahydrofolate-homocysteine methyltransferase
affects binding
EXP
5-methyltetrahydrofolate binds to MTR protein
CTD
PMID:17477549
NCBI chr 1:236,795,281...236,903,981
Ensembl chr 1:236,795,260...236,921,278
G
MTRR
5-methyltetrahydrofolate-homocysteine methyltransferase reductase
affects abundance
ISO
MTRR protein affects the abundance of 5-methyltetrahydrofolate
CTD
PMID:17369066
NCBI chr 5:7,850,859...7,901,113
Ensembl chr 5:7,851,186...7,906,025
G
PCNA
proliferating cell nuclear antigen
multiple interactions
EXP
[Docosahexaenoic Acids co-treated with 5-methyltetrahydrofolate] results in increased expression of PCNA protein
CTD
PMID:16870008
NCBI chr20:5,114,953...5,126,622
Ensembl chr20:5,114,953...5,126,626
G
SLC19A1
solute carrier family 19 member 1
multiple interactions decreases activity
EXP ISO
[5-methyltetrahydrofolate results in decreased activity of SLC19A1 protein] which results in decreased uptake of Folic Acid 5-methyltetrahydrofolate inhibits the reaction [SLC19A1 protein affects the transport of Methotrexate]
CTD
PMID:14612385 PMID:17034785
NCBI chr21:45,502,517...45,563,025
Ensembl chr21:45,493,572...45,573,365
G
SLC46A1
solute carrier family 46 member 1
multiple interactions decreases activity
EXP
5-methyltetrahydrofolate inhibits the reaction [SLC46A1 protein results in increased transport of Folic Acid] 5-methyltetrahydrofolate results in decreased activity of SLC46A1 protein
CTD
PMID:17475902
NCBI chr17:28,394,642...28,406,592
Ensembl chr17:28,394,642...28,407,197
G
STK11
serine/threonine kinase 11
multiple interactions
EXP
5-methyltetrahydrofolate inhibits the reaction [Palmitic Acid results in decreased phosphorylation of STK11 protein]; dorsomorphin inhibits the reaction [5-methyltetrahydrofolate inhibits the reaction [Palmitic Acid results in decreased phosphorylation of STK11 protein]]; N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [5-methyltetrahydrofolate inhibits the reaction [Palmitic Acid results in decreased phosphorylation of STK11 protein]]
CTD
PMID:26400185
NCBI chr19:1,205,778...1,228,431
Ensembl chr19:1,177,558...1,228,431
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