Description Function Metabolic pathways Mechanism of Action Pharmacokinetics Uses Folic Acid Supplement
ChemicalBook > CAS DataBase List > Levomefolate calcium

Levomefolate calcium

Description Function Metabolic pathways Mechanism of Action Pharmacokinetics Uses Folic Acid Supplement
Product Name
Levomefolate calcium
CAS No.
151533-22-1
Chemical Name
Levomefolate calcium
Synonyms
l-5-methylfolate;Calcium levomefolate;L-5-Methyltetrahydrofolate calcium;LMCA;Deplin;Bodyfolin;Nutrifolin;L-5-MTHF-Ca;L-5-Methyltetra;6S-5-methylfolate
CBNumber
CB11420680
Molecular Formula
C20H27CaN7O6
Formula Weight
501.56
MOL File
151533-22-1.mol
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Levomefolate calcium Property

Melting point:
>300°C
storage temp. 
Inert atmosphere,2-8°C
solubility 
Aqueous Acid (Heated), Water (Slightly, Heated)
form 
Solid
color 
Off-White to Light Yellow
Odor
at 100.00?%. odorless
InChIKey
CZDUXPNTZGHMRC-ZPZVDPIKNA-N
SMILES
CN1[C@H](CNC2NC(N)=NC(=O)C1=2)CNC1C=CC(C(=O)N[C@H](C(=O)O)CCC(=O)O)=CC=1.[Ca] |&1:2,22,r|
CAS DataBase Reference
151533-22-1
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Safety

Safety Statements 
24/25
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
21616
Product name
Levomefolate (calcium salt)
Purity
≥98%
Packaging
500mg
Price
$36
Updated
2021/12/16
Cayman Chemical
Product number
21616
Product name
Levomefolate (calcium salt)
Purity
≥98%
Packaging
1g
Price
$65
Updated
2021/12/16
Cayman Chemical
Product number
21616
Product name
Levomefolate (calcium salt)
Purity
≥98%
Packaging
5g
Price
$198
Updated
2021/12/16
Cayman Chemical
Product number
21616
Product name
Levomefolate (calcium salt)
Purity
≥98%
Packaging
10g
Price
$324
Updated
2021/12/16
Usbiological
Product number
015554
Product name
Levomefolate Calcium
Packaging
25mg
Price
$425
Updated
2021/12/16
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Levomefolate calcium Chemical Properties,Usage,Production

Description

Levomefolate calcium also called Calcium L-5-methyltetrahydrofolate belongs to the folic acid family of vitamins (vitamin B9, folic acid), which is a coenzyme form of folic acid. Calcium L-5-methyltetrahydrofolate (5-mthf) is a salt-forming methyl derivative form naturally produced by folic acid. 5-mthf is also known as L-methylfolate. It is the most biologically active and functional folic acid. In calcium salt form, it is easier to absorb than ordinary folic acid.

Levomefolate calcium is a stable salt of the naturally occurring form of folates and is the predominant folate form in foods.
Levomefolate is the calcium salt of 5-methyltetrahydrofolic acid, a biologically active form of folic acid that functions, in conjunction with Vitamin B12, as a methyl-group donor involved in the conversion of homocysteine to methionine.The availability of methyl groups is essential for a variety of methylation reactions including the synthesis of DNA and proper neural tube closure. Levomefolate is included in formulations of certain oral contraceptives to ensure adequate folic acid levels in women of child-bearing age to reduce the risk of neural tube defects. The combination of levomefolate and oral contraceptives increases folic acid levels.

Function

Folic acid from Levomefolate calcium(Calcium L-5-Methyltetrahydrofolate) will reduce the ability of cells to synthesize and repair DNA. Supplementing folic acid may be a more advantageous way to increase folic acid to reduce homocysteine levels, and support normal cell proliferation, vascular endothelial function. Cardiovascular disease, nervous system function, Especially supplementing 5-MTHF(Calcium L-5-Methyltetrahydrofolate) during pregnancy has been shown to reduce the risk of neural tube malformations and recurrence.

Metabolic pathways

Ordinary folic acid must be converted to L- methylfolate to participate in the two main metabolic pathways: methylation process and DNA synthesis. The only form of free folic acid that usually appears in human plasma and cells is 5-mthf. Lack of folic acid is usually due to lack of vitamins, which leads to insufficient intake. During pregnancy, breastfeeding, and children's growth, the need for folic acid is increased.

Mechanism of Action

The  biochemical pathways of folic acid involves a series of enzymatic reactions and cofactors. The absorbed folic acid is reduced and methylated to 5-MTHF(Calcium L-5-Methyltetrahydrofolate) during the metabolism of intestinal mucosal cells. This transformation is limited and does not change the appearance of folic acid in the blood circulation. The heavy amino acid is then converted to s-adenosylmethionine (SAMe), and the methyl donor is involved in a number of biochemical processes. It can also be used as a donor to participate in the synthesis of nucleotides and support biosynthesis of DNA.

Pharmacokinetics

Absorption:
Orally administered levomefolate calcium is absorbed rapidly and is incorporated into the body folate pool. Peak plasma concentrations of about 50 nmol/l above baseline are reached within 0,5 to 1,5 hours after single oral administration of 0,451 mg levomefolate calcium.
Distribution:
Biphasic kinetics is reported for folates with a fast- and a slow-turnover pool. The fast-turnover pool probably reflecting newly absorbed folate is consistent with the terminal half-life of approximately 4 to 5 hours after single oral administration of 0,451 mg levomefolate calcium. The slow-turnover pool reflecting turnover of folate polyglutamate has a mean residence time of greater than or equal to 100 days. Exogenous folate and an enterohepatic folate cycle help to maintain a constant supply of L-5-methyl-THF.
Elimination: L-5-methyl-THF is eliminated from the body by urinary excretion of intact folates and catabolic products as well as faecal excretion through a biphasic kinetics process. A rapid decline in urinary and faecal concentration of folates and their catabolites with a half-life of several hours is followed by a long decline with a half-life of about 100 to 360 days.
Steady-state conditions: Steady-state conditions for L-5-methyl-THF in plasma after intake of 0,451 mg levomefolate calcium are reached after about 8 to 16 weeks depending on the baseline levels. In red blood cells achievement of steady-state is delayed due to the long life-span of red blood cells of about 120 days.
https://www.bayer.com/sites/default/files/YASMIN_PLUS_EN_PI.pdf

Uses

  • Mainly for folic acid antagonists (such as methotrexate, pyrimethamine, benzyl cefalexin and trimethoprim) antidote, it's usually used for prevention of methotrexate dose or overdose treatment caused severe toxic effects.
  • Folic acid treatment of the following diseases, such as inflammatory diarrhea and protein-energy malnutrition (poor nutrition), pregnancy or infancy megaloblastic anemia caused by poor.
  • As adjuvant therapy for colon cancer, rectal cancer.
  • Combined with 5-FU and treatment of digestive tract tumors or other 5-FU-sensitive tumors. High-dose CF used in conjunction with 5-FU (LF), the basic programme is currently the treatment of colon and rectal cancer.
  • For children with leukemia, lymphoma, and osteosarcoma, such as high dose MTX treatment when rescued.  

Folic Acid Supplement

Folic acid is the man-made form of folate. Folate is a B-vitamin naturally found in some foods. It is needed to form healthy cells, especially red blood cells. Folic acid supplements may come in different forms (such as L-methylfolate, levomefolate, methyltetrahydrofolate). They are used to treat or prevent low folate levels. Low folate levels can lead to certain types of anemia. Conditions that can cause low folate levels include poor diet, pregnancy, alcoholism, liver disease, certain stomach/intestinal problems, kidney dialysis, among others. Women of childbearing age should receive adequate amounts of folic acid either through their diet or supplements to prevent infant spinal cord birth defects. The calcium salt of Levomefolate calcium which belongs to the group of folate vitamins (Vitamin B9, Folacin). It is a coenzymated form of folic acid and a more bioavailable alternative in dietary supplements.

Description

Levomefolate calcium (L-5-MTHF-Ca) is a synthetic derivative of folic acid, the predominant, naturally occurring form of folate. L-5-methyltetrahydrofolate, also known as levomefolic acid, is the primary biologically active form of folate. It is involved in many important in vivo process including DNAreproduction, the cysteine cycle and the regulation of homocysteine. It is also the form found in circulation and transported across membranes into tissues and across the blood-brain barrier. It can be used for the treatment of major depressive disorder, cardiovascular disease and cancer. It can be used for the treatment of hyperhomocysteinemia regularly found in hemodialysis patients.

Chemical Properties

Off-White to Pale Yellow Solid

Uses

The calcium salt of L-5-methyltetrahydrofolic acid which belongs to the group of folate vitamins (Vitamin B9, Folacin). It is a coenzymated form of folic acid.

Definition

ChEBI: Levomefolate calcium is an organic calcium salt of (6S)-5-methyltetrahydrofolic acid. It has a role as an antidepressant. It contains a (6S)-5-methyltetrahydrofolate(2-).

brand name

Products containing levomefolate calcium Brand name: L-Methylfolate Calcium
Multi-ingredient medications containing levomefolate calcium drospirenone/ethinyl estradiol/levomefolate calcium systemic Brand names: Beyaz, Tydemy, Safyral, Rajani

Biological Functions

Levomefolate calcium is the calcium salt of L-5-methyltetrahydrofolic acid, and a member of the folate group of vitamins (Vitamin B9). It is the coenzymated and most active form of folic acid, which performs many vital cellular functions, including DNA reproduction, cysteine cycle and homocysteine regulation. L-5-Methyltetrahydrofolate calcium is used as in dietary supplements and has been proposed for treatment of cardiovascular disease.

Clinical Use

Folates are a class of water soluble compounds belonging to the Vitamin B complex which are essential for a number of metabolic functions, including processes involved in the development and metabolism of CNS and the production of DNA and RNA, primarily in infancy, adolescence and pregnancy.
Calcium Levomefolate is the active metabolic form of folates in the body.
Folate deficiency consequences can be as serious as birth defects (i.e. "spina bifida"), megaloblastic anaemia, and some types of depression.
Calcium Levomefolate can be the most effective treatment to remedy those deficiencies.
Calcium Levomefolate is formulated in many medical supplements for cases of folate deficiency or need for increased uptake; it is prescribed during pregnancy to prevent birth defects associated with CNS formation and functionality.
It is also the active ingredient in medicinal products prescribed for certain types of depression, disturbed behaviour and Mild Cognitive Impairment (MCI)

Side effects

Signs of a Levomefolate Calcium allergy: Skin rash Trouble breathing Swelling of the throat, lips, or face Wheezing Runny nose Itchy, watery eyes.
Anaphylaxis is a rare but life-threatening allergic reaction. Signs of anaphylaxis include: Tightening of the throat and airways Nausea Abdominal pain Vomiting Diarrhea Dizziness or lightheadedness Rapid or weak heart rate Reduced blood pressure Seizures Fainting

Levomefolate calcium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Levomefolate calcium manufacturers

Wuhan Haorong Biotechnology Co.,Ltd
Product
Levomefolate calcium 151533-22-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000
Release date
2023-08-11
Hebei Dangtong Import and export Co LTD
Product
Levomefolate calcium 151533-22-1
Price
US $2031.00-1980.00/kilograms
Min. Order
1kilograms
Purity
99%
Supply Ability
100tons
Release date
2023-02-22
Jinan Jianfeng Chemical Co., Ltd
Product
Levomefolate calcium 151533-22-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
3000kg
Release date
2023-12-08

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  • (6S)-5-methyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid, calcium salt
  • CALCIUML-5-METHYLTETRAHYDROFOLATEr
  • Levo MethylFolate Calcium (LMF).
  • Levomefolate calcium (LMCA and BAY 86-7660)
  • l-5-methylfolate
  • 6S-5-methylfolate
  • Levomefolate CalciumQ: What is Levomefolate Calcium Q: What is the CAS Number of Levomefolate Calcium Q: What is the storage condition of Levomefolate Calcium Q: What are the applications of Levomefolate Calcium
  • Levomefolate D4 calcium salt
  • (6S)-5-methyltetrahydrofolate calcium
  • CALChemicalbookCIUML-5-METHYLTETRAHYDROFOLATE
  • L-5-Methyltetra
  • :4-ISOPROPYL-3-METHYLPHENOL 3228-02-2
  • Methyl Folate Calcium Salt (AS)
  • L-5-Methyltetrahydrofolate calcium (L-5-MTHF)
  • METHYL FOLATE CALCIUM SALT
  • Calcium 5-methyltetrahydrofolate 13C5 (racemic)
  • L-5-MTHF-Ca (L-5-Methyltetrahydrofolate-Ca)
  • 6s-5-methyltetrahydro folatecalclum
  • 151533-22-1
  • 15133-22-1
  • C20H25CaN7O6