Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H17N7O6.Na.H |
Molecular Weight | 463.3793 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H+].[Na+].NC1=NC2=C(N=C(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)C=N2)C(=O)N1
InChI
InChIKey=ZTYOEHTVHXWFJT-YDALLXLXSA-M
InChI=1S/C19H19N7O6.Na/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);/q;+1/p-1/t12-;/m0./s1
Molecular Formula | Na |
Molecular Weight | 22.98976928 |
Charge | 1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C19H18N7O6 |
Molecular Weight | 440.3895 |
Charge | -1 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.drugs.com/pro/folic-acid.htmlCurator's Comment: description was created based on several sources, including
http://pubs.acs.org/doi/abs/10.1021/ja01853a512 | https://www.ncbi.nlm.nih.gov/pubmed/28031963 | https://www.ncbi.nlm.nih.gov/pubmed/1560436
Sources: https://www.drugs.com/pro/folic-acid.html
Curator's Comment: description was created based on several sources, including
http://pubs.acs.org/doi/abs/10.1021/ja01853a512 | https://www.ncbi.nlm.nih.gov/pubmed/28031963 | https://www.ncbi.nlm.nih.gov/pubmed/1560436
Folic Acid is a B complex vitamin containing a pteridine moiety linked by a methylene bridge to para-aminobenzoic acid, which is joined by a peptide linkage to glutamic acid. Conjugates of Folic Acid are present in a wide variety of foods, particularly liver, kidneys, yeast and leafy green vegetables. Commercially available Folic Acid is prepared synthetically. Folic Acid occurs as a yellow or yellowish-orange crystalline powder and is very slightly soluble in water and insoluble in alcohol. Aqueous solutions of Folic Acid are heat sensitive and rapidly decompose in the presence of light and/or riboflavin; solutions should be stored in a cool place protected from light. Folic Acid is effective in the treatment of megaloblastic anemias due to a deficiency of Folic Acid (as may be seen in tropical or nontropical sprue) and in anemia of nutritional origin, pregnancy, infancy, or childhood. Folic Acid is relatively nontoxic in man. Rare instances of allergic responses to Folic Acid preparations have been reported and have included erythema, skin rash, itching, general malaise, and respiratory difficulty due to bronchospasm. Endocyte is developing an intravenous (IV) formulation of folic acid, called Neocepri®, which is intended for the diagnosis of positive folate receptor-positive status in patients with ovarian cancer when administered prior to the radioactive medicine, technetium Tc99m Etarfolatide. The benefits of Neocepri® are its ability to reduce the background activity observed on single photon emission computed tomography (SPECT) imaging in most normal, nontarget tissues (e.g. intestines, liver, kidney, spleen), thereby improving the image quality of the scans. The product had been granted orphan drug designation in the EU. Endocyte had filed a conditional marketing authorization application (CMA) with the European Medicines Agency (EMA) for Neocepri®.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:0006760 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27131640 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | FOLVITE Approved UseIndications and Usage. Folic Acid is effective in the treatment of megaloblastic anemias due to a deficiency of Folic Acid (as may be seen in tropical or nontropical sprue) and in anemia of nutritional origin, pregnancy, infancy, or childhood. Launch Date1947 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
25.4 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18551467/ |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
FOLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
76 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18551467/ |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
FOLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.93 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/18551467/ |
5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered: |
FOLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
PubMed
Title | Date | PubMed |
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Failure of periconceptual folic acid to prevent a neural tube defect in the offspring of a mother taking sodium valproate. | 1999 Jun |
|
Conversion of 5-formyltetrahydrofolic acid to 5-methyltetrahydrofolic acid is unimpaired in folate-adequate persons homozygous for the C677T mutation in the methylenetetrahydrofolate reductase gene. | 2000 Sep |
|
Exocrine pancreatic insufficiency in tropical sprue. | 2001 |
|
Rationale for risk reduction of cardiovascular disease using homocysteine concentration in blood and plasma as biomarker: support by clinical data. | 2001 |
|
Folic acid and neural tube defects. | 2001 |
|
Folic acid, vitamins B6 and B12: relation to homocysteine and cardiovascular disease. | 2001 |
|
A bifunctional dihydrofolate synthetase--folylpolyglutamate synthetase in Plasmodium falciparum identified by functional complementation in yeast and bacteria. | 2001 Feb |
|
No effect of phenobarbital pretreatment of rats on methotrexate pharmacokinetics in the isolated liver perfused in a single-pass way. | 2001 Feb |
|
Low seminal plasma folate concentrations are associated with low sperm density and count in male smokers and nonsmokers. | 2001 Feb |
|
Intake of vegetables rich in carotenoids and risk of coronary heart disease in men: The Physicians' Health Study. | 2001 Feb |
|
Lowered weight gain during pregnancy and risk of neural tube defects among offspring. | 2001 Feb |
|
Folate reception by vegetative Dictyostelium discoideum amoebae: distribution of receptors and trafficking of ligand. | 2001 Feb |
|
Homocysteine, its metabolites, and B-group vitamins in renal transplant patients. | 2001 Feb |
|
Is there a role of cyclosporine A on total homocysteine export from human renal proximal tubular epithelial cells? | 2001 Feb |
|
Effect of MTHFR genotypes and hyperhomocysteinemia on patient and graft survival in kidney transplant recipients. | 2001 Feb |
|
Treatment of hyperhomocysteinemia in hemodialysis patients and renal transplant recipients. | 2001 Feb |
|
Recent insights into the molecular genetics of the homocysteine metabolism. | 2001 Feb |
|
Homocysteine metabolism in renal failure. | 2001 Feb |
|
The folate cycle and disease in humans. | 2001 Feb |
|
Changes in markers of anemia and iron metabolism and how they are influenced by antianemics in postpartum period. | 2001 Feb |
|
Methylenetetrahydrofolate reductase genotypes and predisposition to atherothrombotic disease; evidence that all three MTHFR C677T genotypes confer different levels of risk. | 2001 Feb |
|
Selected food intake and risk of multiple pregnancies. | 2001 Feb |
|
Homocysteine and coronary heart disease in the Caerphilly cohort: a 10 year follow up. | 2001 Feb |
|
C677T variant form at the MTHFR gene and CL/P: a risk factor for mothers? | 2001 Feb 1 |
|
Bioactivity of [6R]-5-formyltetrahydrofolate, an unusual isomer, in humans and Enterococcus hirae, and cytochrome c oxidation of 10-formytetrahydrofolate to 10-formyldihydrofolate. | 2001 Feb 15 |
|
Transcobalamin codon 259 polymorphism in HT-29 and Caco-2 cells and in Caucasians: relation to transcobalamin and homocysteine concentration in blood. | 2001 Feb 15 |
|
Diet and cancer: one view at the start of the millennium. | 2001 Jan |
|
Relationships between homocysteine, folate and vitamin B12 levels with the methylenetetrahydrofolate reductase polymorphism, in Indians from Western Venezuela. | 2001 Jan |
|
[Theoretical construction of chemotherapeutic tactics for advanced or recurrent gastrointestinal carcinoma]. | 2001 Jan |
|
Characterization of three genes encoding enzymes of the folate biosynthetic pathway in Plasmodium falciparum. | 2001 Jan |
|
Homocysteine: a new cardiac risk factor? | 2001 Jan |
|
Ascertainment of pregnancies terminated because of birth defects: effect on completeness of adding a new source of data. | 2001 Jan |
|
Gastric tube graft interposition as an oesophageal substitute. | 2001 Jan |
|
Nutritional status of folate and colon cancer risk: evidence from NHANES I epidemiologic follow-up study. | 2001 Jan |
|
Lp(a) lipoprotein--an independent risk factor for coronary heart disease after menopause. | 2001 Jan |
|
Long-term reduction of plasma homocysteine levels by super-flux dialyzers in hemodialysis patients. | 2001 Jan |
|
Maternal plasma homocysteine levels in women with preterm premature rupture of membranes. | 2001 Jan |
|
Diagnosis and treatment of hyperhomocysteinemia. | 2001 Jan |
|
Impact of the reduced folate carrier on the accumulation of active thiamin metabolites in murine leukemia cells. | 2001 Jan 12 |
|
Folic acid and miscarriage: an unjustified link. | 2001 Jan 15 |
|
Dietary intake of selected micronutrients and breast-cancer risk. | 2001 Jan 15 |
|
Cross-talk between steroid-receptor-mediated and cell-membrane-receptor-mediated signalling pathways results in the in vivo modulation of c-Met and ornithine decarboxylase gene expression in mouse kidney. | 2001 Jan 15 |
|
Diet-induced hyperhomocysteinemia exacerbates neointima formation in rat carotid arteries after balloon injury. | 2001 Jan 2 |
|
The effect of folate deficiency on the cytotoxic and mutagenic responses to ethyl methanesulfonate in human lymphoblastoid cell lines that differ in p53 status. | 2001 Jan 25 |
|
Synthesis and evaluation of pteroic acid-conjugated nitroheterocyclic phosphoramidates as folate receptor-targeted alkylating agents. | 2001 Jan 4 |
|
[Folates, vitamin B12, homocysteine and neural tube defects]. | 2001 Jan-Feb |
|
Antisense modulation of 5,10-methylenetetrahydrofolate reductase expression produces neural tube defects in mouse embryos. | 2001 Jan-Feb |
|
Hyperhomocysteinemia and hypercholesterolemia associated with hypothyroidism in the third US National Health and Nutrition Examination Survey. | 2001 Mar |
|
Knowledge on periconceptional use of folic acid in women of British Columbia. | 2001 Mar-Apr |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/dosage/folic-acid.html
Usual Adult Dose for Megaloblastic Anemia: 1 mg orally, intramuscularly, subcutaneously or IV once a day.
Nutritional Supplementation (Recommended daily allowance): Males: 400 mkg/day, Females: 400-800 mkg/day, Pregnant women: 600 mkg/day, Nursing women: 500 mkg/day, Upper limit: 1 mg/day.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1560436
Duplicate cultures of L1210 murine leukemia cells were exposed to increasing concentrations of folic acid (up to 10mM). Tumor Cell Growth was assayed after 48 h.
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:09:08 GMT 2025
by
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on
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Record UNII |
9P9W8GGU78
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Record Status |
Validated (UNII)
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Record Version |
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229-348-3
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9P9W8GGU78
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C76079
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1300473
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m5518
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60672-17-5
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NON-SPECIFIC STOICHIOMETRY | |||
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DTXSID50983430
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100000086997
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C1505
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CONCEPT | Dietary Supplement | ||
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DBSALT001918
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135565736
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SUB02246MIG
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9P9W8GGU78
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6484-89-5
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