MiMeDB: Showing metabocard for N10-Formyl-THF (MMDBc0029522)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:25:49 UTC

Update Date

2022-08-31 13:41:41 UTC

Metabolite ID

MMDBc0029522

Metabolite Identification

Common Name

N10-Formyl-THF

Description

N10-Formyl-THF is a substrate for Trifunctional purine biosynthetic protein adenosine-3, Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, 10-formyltetrahydrofolate dehydrogenase, Folylpolyglutamate synthase, Bifunctional purine biosynthesis protein PURH and C-1-tetrahydrofolate synthase (cytoplasmic).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
10-Formyl-THF	Kegg
10-Formyltetrahydrofolic acid	Generator
10-Formyl-(6Rs)-tetrahydrofolic acid	HMDB
10-Formyl-H4pteglu1	HMDB
10-Formyl-tetrahydrofolate	HMDB
10-Formyltetrahydropteroylglutamate	HMDB
10-Formyltetrahydropteroylglutamic acid	HMDB
10-FTHF	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-glutamate	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-glutamic acid	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-L-glutamate	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-L-glutamic acid	HMDB
N10-Formyl-5,6,7,8-tetrahydrofolate	HMDB
N10-Formyl-5,6,7,8-tetrahydrofolic acid	HMDB
N10-Formyl-H4F	HMDB
N10-Formyl-THF	HMDB
N10-Formyltetrahydrofolate	HMDB
N10-Formyltetrahydrofolic acid	HMDB
N10-Formyltetrahydropteroylglutamate	HMDB

Molecular Formula

C₂₀H₂₃N₇O₇

Average Mass

473.4393

Monoisotopic Mass

473.165896125

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

2800-34-2

SMILES

Not Available

InChI Identifier

InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11?,13-/m0/s1

InChI Key

AUFGTPPARQZWDO-YUZLPWPTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Tetrahydrofolic acids

Alternative Parents

Substituents

Tetrahydrofolic acid
Glutamic acid or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Hippuric acid
Hippuric acid or derivatives
Acylaminobenzoic acid or derivatives
Alpha-amino acid or derivatives
Anilide
Benzoic acid or derivatives
Benzamide
Benzoyl
Pyrimidone
Aminopyrimidine
Secondary aliphatic/aromatic amine
Dicarboxylic acid or derivatives
Benzenoid
Pyrimidine
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid
Carboxylic acid derivative
Secondary amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Extracellular
Lysosome
Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191999	Trifunctional purine biosynthetic protein adenosine-3	Enzyme	P22102	Homo_sapiens
MMDBp0192500	Bifunctional purine biosynthesis protein PURH	Enzyme	P31939	Homo_sapiens
MMDBp0192538	Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, mitochondrial	Unknown	P13995	Homo_sapiens
MMDBp0192541	C-1-tetrahydrofolate synthase, cytoplasmic	Enzyme	P11586	Homo_sapiens
MMDBp0192555	Cytosolic 10-formyltetrahydrofolate dehydrogenase	Enzyme	O75891	Homo_sapiens
MMDBp0194061	Probable bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase 2	Unknown	Q9H903	Homo_sapiens
MMDBp0194067	Mitochondrial 10-formyltetrahydrofolate dehydrogenase	Enzyme	Q3SY69	Homo_sapiens
MMDBp0194162	Methionyl-tRNA formyltransferase, mitochondrial	Enzyme	Q96DP5	Homo_sapiens
MMDBp0194163	Monofunctional C1-tetrahydrofolate synthase, mitochondrial	Enzyme	Q6UB35	Homo_sapiens
MMDBp0194164	Methylenetetrahydrofolate dehydrogenase (NADP+ dependent) 2, methenyltetrahydrofolate cyclohydrolase	Enzyme	Q7Z650	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	175	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	373	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	119	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0000972

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030256

KNApSAcK ID

Not Available

Chemspider ID

109092

KEGG Compound ID

C00234

BioCyc ID

Not Available

BiGG ID

34337

Wikipedia Link

10-Formyltetrahydrofolate

METLIN ID

5912

PubChem Compound

122347

PDB ID

Not Available

ChEBI ID

15637

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Johlin FC, Swain E, Smith C, Tephly TR: Studies on the mechanism of methanol poisoning: purification and comparison of rat and human liver 10-formyltetrahydrofolate dehydrogenase. Mol Pharmacol. 1989 Jun;35(6):745-50. [PubMed:2733692 ]
Kirksey TJ, Appling DR: Site-directed mutagenesis of a highly conserved aspartate in the putative 10-formyl-tetrahydrofolate binding site of yeast C1-tetrahydrofolate synthase. Arch Biochem Biophys. 1996 Sep 1;333(1):251-9. doi: 10.1006/abbi.1996.0388. [PubMed:8806778 ]
Baggott JE, Tamura T: Bioactivity of orally administered unnatural isomers, [6R]-5-formyltetrahydrofolate and [6S]-5,10-methenyltetrahydrofolate, in humans. Biochim Biophys Acta. 1999 Oct 18;1472(1-2):323-32. doi: 10.1016/s0304-4165(99)00135-x. [PubMed:10572954 ]
Boger DL, Labroli MA, Marsilje TH, Jin Q, Hedrick MP, Baker SJ, Shim JH, Benkovic SJ: Conformationally restricted analogues designed for selective inhibition of GAR Tfase versus thymidylate synthase or dihydrofolate reductase. Bioorg Med Chem. 2000 May;8(5):1075-86. doi: 10.1016/s0968-0896(00)00051-1. [PubMed:10882019 ]
Baggott JE, Robinson CB, Johnston KE: Bioactivity of [6R]-5-formyltetrahydrofolate, an unusual isomer, in humans and Enterococcus hirae, and cytochrome c oxidation of 10-formytetrahydrofolate to 10-formyldihydrofolate. Biochem J. 2001 Feb 15;354(Pt 1):115-22. doi: 10.1042/0264-6021:3540115. [PubMed:11171086 ]
Xu L, Li C, Olson AJ, Wilson IA: Crystal structure of avian aminoimidazole-4-carboxamide ribonucleotide transformylase in complex with a novel non-folate inhibitor identified by virtual ligand screening. J Biol Chem. 2004 Nov 26;279(48):50555-65. doi: 10.1074/jbc.M406801200. Epub 2004 Sep 7. [PubMed:15355974 ]

Showing metabocard for N10-Formyl-THF (MMDBc0029522)

MOL for #<Metabolite:0x00007f1240db1560>

3D MOL for #<Metabolite:0x00007f1240db1560>

3D SDF for #<Metabolite:0x00007f1240db1560>

3D-SDF for #<Metabolite:0x00007f1240db1560>

PDB for #<Metabolite:0x00007f1240db1560>

3D PDB for #<Metabolite:0x00007f1240db1560>

SMILES for #<Metabolite:0x00007f1240db1560>

INCHI for #<Metabolite:0x00007f1240db1560>

Structure for #<Metabolite:0x00007f1240db1560>

3D Structure for #<Metabolite:0x00007f1240db1560>