CHEBI:7438 - N-methylformamide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-methylformamide
ChEBI ID CHEBI:7438
ChEBI ASCII Name N-methylformamide
Definition A member of the class of formamides having a N-methyl substituent.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:105684
Supplier Information ChemicalBook:CB2684343, eMolecules:509516, ZINC000000085378
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Folate, also known as vitamin B9 and folacin, is one of the B vitamins. Manufactured folic acid, which is converted into folate by the body, is used as a dietary supplement and in food fortification as it is more stable during processing and storage. Folate is required for the body to make DNA and RNA and metabolise amino acids necessary for cell division and maturation of blood cells. As the human body cannot make folate, it is required in the diet, making it an essential nutrient. It occurs naturally in many foods. The recommended adult daily intake of folate in the U.S. is 400 micrograms from foods or dietary supplements. Folate in the form of folic acid is used to treat anemia caused by folate deficiency. Folic acid is also used as a supplement by women during pregnancy to reduce the risk of neural tube defects (NTDs) in the baby. NTDs include anencephaly and spina bifida, among other defects. Low levels in early pregnancy are believed to be the cause of more than half of babies born with NTDs. More than 80 countries use either mandatory or voluntary fortification of certain foods with folic acid as a measure to decrease the rate of NTDs. Long-term supplementation with relatively large amounts of folic acid is associated with a small reduction in the risk of stroke and an increased risk of prostate cancer. There are concerns that large amounts of supplemental folic acid can hide vitamin B12 deficiency. Not consuming enough folate can lead to folate deficiency. This may result in a type of anemia in which red blood cells become abnormally large. Symptoms may include feeling tired, heart palpitations, shortness of breath, open sores on the tongue, and changes in the color of the skin or hair. Folate deficiency in children may develop within a month of poor dietary intake. In adults, normal total body folate is between 10 and 30 mg with about half of this amount stored in the liver and the remainder in blood and body tissues. In plasma, the natural folate range is 150 to 450 nM. Folate was discovered between 1931 and 1943. It is on the World Health Organization's List of Essential Medicines. In 2022, it was the 65th most commonly prescribed medication in the United States, with more than 10 million prescriptions. The term "folic" is from the Latin word folium (which means leaf) because it was found in dark-green leafy vegetables.
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Formula C2H5NO
Net Charge 0
Average Mass 59.06720
Monoisotopic Mass 59.03711
InChI InChI=1S/C2H5NO/c1-3-2-4/h2H,1H3,(H,3,4)
InChIKey ATHHXGZTWNVVOU-UHFFFAOYSA-N
SMILES [H]C(=O)NC
ChEBI Ontology
Outgoing N-methylformamide (CHEBI:7438) has functional parent formamide (CHEBI:16397)
N-methylformamide (CHEBI:7438) is a formamides (CHEBI:24079)
IUPAC Name
N-methylformamide
Synonyms Sources
HCONHCH3 NIST Chemistry WebBook
Methylformamide ChemIDplus
Monomethylformamide ChemIDplus
N-Methyl-formamide ChEMBL
N-Methylformamide KEGG COMPOUND
N-methylformamide UniProt
N-Monomethylformamide NIST Chemistry WebBook
NMF KEGG COMPOUND
Manual Xrefs Databases
C11489 KEGG COMPOUND
HMDB0001122 HMDB
N-Methylformamide Wikipedia
View more database links
Registry Numbers Types Sources
1098352 Reaxys Registry Number Reaxys
123-39-7 CAS Registry Number KEGG COMPOUND
123-39-7 CAS Registry Number NIST Chemistry WebBook
123-39-7 CAS Registry Number ChemIDplus
917 Gmelin Registry Number Gmelin
Citations Types Sources
19634900 PubMed citation Europe PMC
24473177 PubMed citation Europe PMC
3712373 PubMed citation ChEMBL
Last Modified
17 February 2025