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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H17N7O6.2Na
Molecular Weight 485.3611
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FOLATE DISODIUM

SMILES

[Na+].[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=SWIRFWUEJODNRG-LTCKWSDVSA-L
InChI=1S/C19H19N7O6.2Na/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;2*+1/p-2/t12-;;/m0../s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C19H17N7O6
Molecular Weight 439.3816
Charge -2
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
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®.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
FOLVITE

Approved Use

Indications 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 Date

1947
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
25.4 ng/mL
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

AUC

ValueDoseCo-administeredAnalytePopulation
76 ng × h/mL
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

T1/2

ValueDoseCo-administeredAnalytePopulation
1.93 h
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
Doses

Doses

DosePopulationAdverse events​
3 mg 1 times / day steady, oral (min)
Highest studied dose
Dose: 3 mg, 1 times / day
Route: oral
Route: steady
Dose: 3 mg, 1 times / day
Sources:
healthy, adult
n = 480526
Health Status: healthy
Condition: pregnant
Age Group: adult
Sex: F
Population Size: 480526
Sources:
Other AEs: Autism spectrum disorder...
Other AEs:
Autism spectrum disorder (6.8%)
Sources:
400 ug 1 times / day steady, oral
Recommended
Dose: 400 ug, 1 times / day
Route: oral
Route: steady
Dose: 400 ug, 1 times / day
Sources:
healthy, adult
n = 1257
Health Status: healthy
Condition: pregnant
Age Group: adult
Sex: F
Population Size: 1257
Sources:
AEs

AEs

AESignificanceDosePopulation
Autism spectrum disorder 6.8%
3 mg 1 times / day steady, oral (min)
Highest studied dose
Dose: 3 mg, 1 times / day
Route: oral
Route: steady
Dose: 3 mg, 1 times / day
Sources:
healthy, adult
n = 480526
Health Status: healthy
Condition: pregnant
Age Group: adult
Sex: F
Population Size: 480526
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes
Drug as victim
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Weekly lometrexol with daily oral folic acid is appropriate for phase II evaluation.
2000
[Sulphur amino acids, vitamin B12 and folic acid in children with chronic renal failure].
2000 Apr
Up-regulation of galectin-3 in acute renal failure of the rat.
2000 Sep
Folate and vitamin B6 from diet and supplements in relation to risk of coronary heart disease among women.
2001
A bifunctional dihydrofolate synthetase--folylpolyglutamate synthetase in Plasmodium falciparum identified by functional complementation in yeast and bacteria.
2001 Feb
Cloning, expression, genomic localization, and enzymatic activities of the mouse homolog of prostate-specific membrane antigen/NAALADase/folate hydrolase.
2001 Feb
Homocysteine and stroke.
2001 Feb
The alpha folate receptor is highly activated in malignant pleural mesothelioma.
2001 Feb
Effect of MTHFR genotypes and hyperhomocysteinemia on patient and graft survival in kidney transplant recipients.
2001 Feb
Homocysteine metabolism in renal failure.
2001 Feb
The folate cycle and disease in humans.
2001 Feb
Methylenetetrahydrofolate reductase genotypes and predisposition to atherothrombotic disease; evidence that all three MTHFR C677T genotypes confer different levels of risk.
2001 Feb
Long-term safety and efficacy of a cholesterol-lowering diet in children with elevated low-density lipoprotein cholesterol: seven-year results of the Dietary Intervention Study in Children (DISC).
2001 Feb
Selected food intake and risk of multiple pregnancies.
2001 Feb
It's just a vitamin..
2001 Feb 1
Lack of clinical utility of folate levels in the evaluation of macrocytosis or anemia.
2001 Feb 1
Phase I dose-escalation and pharmacokinetic study of a novel folate analogue AG2034.
2001 Feb 2
Effects of methionine loading on plasma and erythrocyte sulphur amino acids and sulph-hydryls before and after co-factor supplementation in haemodialysis patients.
2001 Jan
Intravenous infusion of iron and tetrahydrofolate does not influence intrauterine uteroferrin and secreted folate-binding protein content in swine.
2001 Jan
[Theoretical construction of chemotherapeutic tactics for advanced or recurrent gastrointestinal carcinoma].
2001 Jan
Effects of folate supplementation on two provisional molecular markers of colon cancer: a prospective, randomized trial.
2001 Jan
Lp(a) lipoprotein--an independent risk factor for coronary heart disease after menopause.
2001 Jan
Vitamin B12 deficiency in children and adolescents.
2001 Jan
Plasma homocysteine concentrations in the acute and convalescent periods of atherothrombotic stroke.
2001 Jan
Factors that influence the penetration of methotrexate through solid tissue.
2001 Jan 1
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
Patents

Sample Use Guides

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
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 Sat Dec 16 10:36:58 GMT 2023
Edited
by admin
on Sat Dec 16 10:36:58 GMT 2023
Record UNII
0E65X9XZ7Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FOLATE DISODIUM
Common Name English
L-GLUTAMIC ACID, N-(4-(((2-AMINO-3,4-DIHYDRO-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)-, SODIUM SALT (1:2)
Systematic Name English
L-GLUTAMIC ACID, N-(4-(((2-AMINO-1,4-DIHYDRO-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)-, DISODIUM SALT
Systematic Name English
FOLIC ACID DISODIUM SALT
Common Name English
Code System Code Type Description
FDA UNII
0E65X9XZ7Y
Created by admin on Sat Dec 16 10:36:58 GMT 2023 , Edited by admin on Sat Dec 16 10:36:58 GMT 2023
PRIMARY
PUBCHEM
101744084
Created by admin on Sat Dec 16 10:36:58 GMT 2023 , Edited by admin on Sat Dec 16 10:36:58 GMT 2023
PRIMARY
CAS
29704-76-5
Created by admin on Sat Dec 16 10:36:58 GMT 2023 , Edited by admin on Sat Dec 16 10:36:58 GMT 2023
PRIMARY