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
EXP
ALDH1L2 protein results in increased chemical synthesis of 5,6,7,8-tetrahydrofolic acid
CTD
PMID:21238436
NCBI chr12:105,019,790...105,084,458
Ensembl chr12:105,019,784...105,107,643
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ALPI
alkaline phosphatase, intestinal
multiple interactions
EXP
5,6,7,8-tetrahydrofolic acid inhibits the reaction [Methotrexate results in increased activity of ALPI protein]
CTD
PMID:16598758
NCBI chr 2:232,456,153...232,460,753
Ensembl chr 2:232,456,125...232,460,753
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IGF1R
insulin like growth factor 1 receptor
decreases expression
EXP
5,6,7,8-tetrahydrofolic acid results in decreased expression of IGF1R mRNA
CTD
PMID:16728583
NCBI chr15:98,648,539...98,964,530
Ensembl chr15:98,648,539...98,964,530
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MTR
5-methyltetrahydrofolate-homocysteine methyltransferase
multiple interactions
EXP
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 chr 1:236,795,281...236,903,981
Ensembl chr 1:236,795,260...236,921,278
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SLC19A1
solute carrier family 19 member 1
multiple interactions decreases activity
ISO
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 chr21:45,502,517...45,563,025
Ensembl chr21:45,493,572...45,573,365
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TYMS
thymidylate synthetase
increases activity
ISO
5,6,7,8-tetrahydrofolic acid results in increased activity of TYMS protein
CTD
PMID:187325
NCBI chr18:657,653...673,578
Ensembl chr18:657,653...673,578
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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
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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
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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
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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
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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
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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 5:7,850,859...7,901,113
Ensembl chr 5:7,851,186...7,906,025
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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
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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
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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
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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
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
26504
role
26326
biological role
26305
biochemical role
25518
metabolite
25454
eukaryotic metabolite
24920
fungal metabolite
21449
Saccharomyces cerevisiae metabolite
20197
5,6,7,8-tetrahydrofolic acid
14
(6S)-5,6,7,8-tetrahydrofolic acid
0
5-methyltetrahydrofolic acid +
10
Path 2
CHEBI ontology
26504
subatomic particle
26480
composite particle
26480
hadron
26480
baryon
26480
nucleon
26480
atomic nucleus
26480
atom
26480
main group element atom
26217
main group molecular entity
26217
s-block molecular entity
25454
hydrogen molecular entity
24861
hydrides
23080
inorganic hydride
20556
pnictogen hydride
20498
nitrogen hydride
20283
azane
20008
ammonia
20007
organic amino compound
20007
amino acid
17304
alpha-amino acid
14772
L-alpha-amino acid
13150
glutamine family amino acid
10616
L-glutamic acid
10551
L-glutamic acid derivative
9589
folic acids
9588
tetrahydrofolic acid
71
5,6,7,8-tetrahydrofolic acid
14
(6S)-5,6,7,8-tetrahydrofolic acid
0
5-methyltetrahydrofolic acid +
10