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: 5,6,7,8-tetrahydrofolic acid
Accession: CHEBI:20506
browse the term
Definition: A tetrahydrofolic acid that has formula C19H23N7O6.
Synonyms: exact_synonym: N-[4-{[(2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}benzoyl]-L-glutamic acid
related_synonym: (6S)-THFA; (6S)-Tetrahydrofolate; (6S)-Tetrahydrofolic acid; 5,6,7,8-Tetrahydrofolate; Formula=C19H23N7O6; InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11?,12-/m0/s1; InChIKey=MSTNYGQPCMXVAQ-KIYNQFGBSA-N; SMILES=Nc1nc2NCC(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)Nc2c(=O)[nH]1; THF; Tetrahydrofolic acid; tetrahydrofolate
xref: Beilstein:101189; CAS:135-16-0; DrugBank:DB00116; KEGG:C00101; KNApSAcK:C00007249
xref_mesh: MESH:C030371
cyclic_relationship: is_conjugate_acid_of CHEBI:68437
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Aldh1l2
aldehyde dehydrogenase 1 family, member L2
increases chemical synthesis
ISO
ALDH1L2 protein results in increased chemical synthesis of 5,6,7,8-tetrahydrofolic acid
CTD
PMID:21238436
NCBI chr 7:20,254,246...20,305,793
Ensembl chr 7:22,141,842...22,193,398
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Alpi
alkaline phosphatase, intestinal
multiple interactions
ISO
5,6,7,8-tetrahydrofolic acid inhibits the reaction [Methotrexate results in increased activity of ALPI protein]
CTD
PMID:16598758
NCBI chr 9:95,221,314...95,224,780
Ensembl chr 9:95,221,314...95,224,780
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Igf1r
insulin-like growth factor 1 receptor
decreases expression
ISO
5,6,7,8-tetrahydrofolic acid results in decreased expression of IGF1R mRNA
CTD
PMID:16728583
NCBI chr 1:130,959,787...131,248,664
Ensembl chr 1:130,959,997...131,248,664
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Mtr
5-methyltetrahydrofolate-homocysteine methyltransferase
multiple interactions
ISO
5,6,7,8-tetrahydrofolic acid inhibits the reaction [Methotrexate results in decreased expression of MTR protein]; [Thymidine co-treated with Hypoxanthine co-treated with 5,6,7,8-tetrahydrofolic acid] inhibits the reaction [Methotrexate results in decreased expression of MTR protein]
CTD
PMID:16598758
NCBI chr17:62,911,705...62,996,544
Ensembl chr17:62,911,771...62,996,541
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Slc19a1
solute carrier family 19 member 1
multiple interactions decreases activity
EXP
5,6,7,8-tetrahydrofolic acid inhibits the reaction [SLC19A1 protein affects the transport of Methotrexate] 5,6,7,8-tetrahydrofolic acid results in decreased activity of SLC19A1 protein
CTD
PMID:14612385
NCBI chr20:11,583,928...11,601,959
Ensembl chr20:11,583,929...11,601,488
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Tyms
thymidylate synthetase
increases activity
EXP
5,6,7,8-tetrahydrofolic acid results in increased activity of TYMS protein
CTD
PMID:187325
NCBI chr 9:120,760,057...120,776,149
Ensembl chr 9:120,763,386...120,776,097
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Aldh1l1
aldehyde dehydrogenase 1 family, member L1
decreases abundance
ISO
ALDH1L1 protein results in decreased abundance of 5-methyltetrahydrofolate
CTD
PMID:16627483
NCBI chr 4:123,059,989...123,106,471
Ensembl chr 4:124,617,217...124,664,704
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Folr1
folate receptor alpha
increases uptake
ISO
FOLR1 protein results in increased uptake of 5-methyltetrahydrofolate
CTD
PMID:17473184
NCBI chr 1:156,219,460...156,238,436
Ensembl chr 1:165,631,462...165,642,669
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Gnmt
glycine N-methyltransferase
affects binding
EXP
GNMT protein binds to 5-methyltetrahydrofolate
CTD
PMID:17158459
NCBI chr 9:21,752,235...21,756,368
Ensembl chr 9:21,752,266...21,755,692
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Mthfr
methylenetetrahydrofolate reductase
increases chemical synthesis
ISO
MTHFR protein results in increased chemical synthesis of 5-methyltetrahydrofolate
CTD
PMID:7647779 PMID:9719624
NCBI chr 5:163,748,346...163,768,141
Ensembl chr 5:163,748,321...163,768,105
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Mtr
5-methyltetrahydrofolate-homocysteine methyltransferase
affects binding
ISO
5-methyltetrahydrofolate binds to MTR protein
CTD
PMID:17477549
NCBI chr17:62,911,705...62,996,544
Ensembl chr17:62,911,771...62,996,541
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Mtrr
5-methyltetrahydrofolate-homocysteine methyltransferase reductase
affects abundance
ISO
MTRR protein affects the abundance of 5-methyltetrahydrofolate
CTD
PMID:17369066
NCBI chr 1:34,866,991...34,899,425
Ensembl chr 1:36,695,460...36,727,807
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Pcna
proliferating cell nuclear antigen
multiple interactions
ISO
[Docosahexaenoic Acids co-treated with 5-methyltetrahydrofolate] results in increased expression of PCNA protein
CTD
PMID:16870008
NCBI chr 3:139,951,948...139,955,820
Ensembl chr 3:139,951,941...139,955,901
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Slc19a1
solute carrier family 19 member 1
multiple interactions decreases activity
ISO EXP
[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 chr20:11,583,928...11,601,959
Ensembl chr20:11,583,929...11,601,488
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Slc46a1
solute carrier family 46 member 1
multiple interactions decreases activity
ISO
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 chr10:63,859,551...63,865,987
Ensembl chr10:63,859,504...63,866,869
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Stk11
serine/threonine kinase 11
multiple interactions
ISO
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 chr 7:10,225,204...10,241,965
Ensembl chr 7:10,225,204...10,241,965
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
20862
role
20820
biological role
20818
biochemical role
20264
metabolite
20245
eukaryotic metabolite
19958
fungal metabolite
18288
Saccharomyces cerevisiae metabolite
17831
5,6,7,8-tetrahydrofolic acid
14
(6S)-5,6,7,8-tetrahydrofolic acid
0
5-methyltetrahydrofolic acid +
10
Path 2
CHEBI ontology
20862
subatomic particle
20860
composite particle
20860
hadron
20860
baryon
20860
nucleon
20860
atomic nucleus
20860
atom
20860
main group element atom
20781
main group molecular entity
20781
s-block molecular entity
20574
hydrogen molecular entity
20558
hydrides
19693
inorganic hydride
18602
pnictogen hydride
18589
nitrogen hydride
18502
azane
18262
ammonia
18261
organic amino compound
18261
amino acid
16340
alpha-amino acid
14255
L-alpha-amino acid
12393
glutamine family amino acid
10355
L-glutamic acid
10288
L-glutamic acid derivative
9440
folic acids
9440
tetrahydrofolic acid
69
5,6,7,8-tetrahydrofolic acid
14
(6S)-5,6,7,8-tetrahydrofolic acid
0
5-methyltetrahydrofolic acid +
10