You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.
Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-09-30 22:19:48 UTC |
---|
Update Date | 2020-06-04 20:44:09 UTC |
---|
BMDB ID | BMDB0000121 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Folic acid |
---|
Description | Folic acid, also known as folate or vitamin m, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Folic acid is a drug which is used for treatment of folic acid deficiency, megaloblastic anemia and in anemias of nutritional supplements, pregnancy, infancy, or childhood. Folic acid exists as a solid, possibly soluble (in water), and a moderately basic compound (based on its pKa) molecule. Folic acid exists in all living species, ranging from bacteria to humans. Folic acid participates in a number of enzymatic reactions, within cattle. In particular, Folic acid can be biosynthesized from dihydrofolic acid through its interaction with the enzyme dihydrofolate reductase. In addition, Folic acid can be converted into folic acid; which is catalyzed by the enzyme proton-coupled folate transporter. In cattle, folic acid is involved in the metabolic pathway called the folate metabolism pathway. Folic acid is a potentially toxic compound. Folic acid has been found to be associated with several diseases known as dimethylglycine dehydrogenase deficiency, bladder infections, fibromyalgia, and hereditary folate malabsorption; also folic acid has been linked to the inborn metabolic disorders including folate deficiency. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
Folate | ChEBI | Folsaeure | ChEBI | N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid | ChEBI | N-Pteroyl-L-glutamic acid | ChEBI | PGA | ChEBI | PteGlu | ChEBI | Pteroyl-L-glutamic acid | ChEBI | Pteroyl-L-monoglutamic acid | ChEBI | Pteroylglutamic acid | ChEBI | Vitamin BC | ChEBI | Vitamin m | ChEBI | Folicet | Kegg | N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamate | Generator | N-Pteroyl-L-glutamate | Generator | Pteroyl-L-glutamate | Generator | Pteroyl-L-monoglutamate | Generator | Pteroylglutamate | Generator | Acifolic | HMDB | Cytofol | HMDB | Dosfolat b activ | HMDB | Folacid | HMDB | Folacin | HMDB | Folbal | HMDB | Folcidin | HMDB | Foldine | HMDB | Folettes | HMDB | Foliamin | HMDB | Folipac | HMDB | Folsan | HMDB | Folsaure | HMDB | Folsav | HMDB | Folvite | HMDB | Incafolic | HMDB | Liver lactobacillus casei factor | HMDB | Millafol | HMDB | N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid | HMDB | N-[4-[[(2-Amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid | HMDB | Pteroylmonoglutamic acid | HMDB | Vitamin be | HMDB | Folic acid, (DL)-isomer | HMDB | Folic acid, sodium salt | HMDB | Folic acid, (D)-isomer | HMDB | Folic acid, monosodium salt | HMDB | Folic acid, potassium salt | HMDB | b9, Vitamin | HMDB | Folic acid, calcium salt (1:1) | HMDB | Folic acid, monopotassium salt | HMDB | Vitamin b9 | HMDB |
|
---|
Chemical Formula | C19H19N7O6 |
---|
Average Molecular Weight | 441.3975 |
---|
Monoisotopic Molecular Weight | 441.139681375 |
---|
IUPAC Name | Not Available |
---|
Traditional Name | Not Available |
---|
CAS Registry Number | 59-30-3 |
---|
SMILES | Not Available |
---|
InChI Identifier | InChI=1S/C19H19N7O6/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/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1 |
---|
InChI Key | OVBPIULPVIDEAO-LBPRGKRZSA-N |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Phenols |
---|
Sub Class | Methoxyphenols |
---|
Direct Parent | Methoxyphenols |
---|
Alternative Parents | |
---|
Substituents | - Methoxyphenol
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Monocyclic benzene moiety
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Ether
- Carboxylic acid
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Status | Detected and Quantified |
---|
Origin | |
---|
Biofunction | Not Available |
---|
Application | Not Available |
---|
Cellular locations | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | 250 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.0016 mg/mL | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | Not Available |
---|
Spectra |
---|
Spectra | |
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | - Brain
- Erythrocyte
- Kidney
- Liver
- Milk
|
---|
Pathways | |
---|
Normal Concentrations |
---|
| |
Brain | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Erythrocyte | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Kidney | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Liver | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.136 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.136 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.261 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.261 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.174 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.136 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.109 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.132 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.109 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.113 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.249 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.249 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.249 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.087 +/- 0.004 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.083 +/- 0.001 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.09 +/- 0.01 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.09 +/- 0.01 uM | Not Specified | Not Specified | Normal | | details |
|
---|
Abnormal Concentrations |
---|
| Not Available |
---|
External Links |
---|
HMDB ID | HMDB0000121 |
---|
DrugBank ID | DB00158 |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB014504 |
---|
KNApSAcK ID | C00001539 |
---|
Chemspider ID | 5815 |
---|
KEGG Compound ID | C00504 |
---|
BioCyc ID | CPD-12826 |
---|
BiGG ID | 35180 |
---|
Wikipedia Link | Folic_Acid |
---|
METLIN ID | 246 |
---|
PubChem Compound | 6037 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 27470 |
---|
References |
---|
Synthesis Reference | Piper, James R.; McCaleb, George S.; Montgomery, John A. Synthesis of 10-propargylfolic acid from 2-amino-6-(bromomethyl)-4(1H)-pteridinone. Journal of Heterocyclic Chemistry (1987), 24(1), 279-82. |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Ingela Andersson, R. Öste (1994). Int. Dairy Journal 4 (1994) 161-172. International Dairy Journal.
- NA (1989). NRC. 1989. Recommended Dietary Allowances. 10th ed. Natl. Acad. Press, Washington, DC.. The National Academies Press.
- Park, Y. W; Juárez, Manuela ; Ramos, M.; Haenlein, G. F. W. (2007). Park, Y. W; Juárez, Manuela ; Ramos, M.; Haenlein, G. F. W.. Physico-chemical characteristics of goat and sheep milk. Small Ruminant Res.(2007) 68:88-113 doi: 10.1016/j.smallrumres.2006.09.013. Small Ruminant Research.
- A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.
- USDA Food Composition Databases [Link]
- Fooddata+, The Technical University of Denmark (DTU) [Link]
|
---|