| Size | Price | |
|---|---|---|
| 500mg | ||
| 1g | ||
| Other Sizes |
6R-Leucovorin, an analog of Folic Acid, is a vitamin necessary for the synthesis of DNA, conduct DNA repair and methylate DNA, it also acts as a cofactor in biological reactions involving folate. Levoleucovorin impurity.
| ADME/Pharmacokinetics |
Absorption, Distribution and Excretion
Duration of Action: All routes of administration: 3 to 6 hours. Onset of Action: Oral: 20 to 30 minutes. Intramuscular: 10 to 20 minutes. Intravenous: Less than 5 minutes. Moderate amounts cross the blood-brain barrier; primarily concentrated in the liver. Excretion: Renal: 80-90%. Fecal: 5-8%. For more complete data on the absorption, distribution, and excretion of leucovorin calcium (10 in total), please visit the HSDB record page. Metabolism/Metabolites In the body, leucovorin calcium is rapidly and extensively converted to other tetrahydrofolate derivatives, including 5-methyltetrahydrofolate, which is the main transport and storage form of folate in the body. Leucovorin calcium is primarily metabolized in the liver and intestinal mucosa, mainly to 5-methyltetrahydrofolate (the active ingredient). After oral administration, leucovorin calcium is rapidly metabolized (within 30 minutes), with a metabolic rate exceeding 90%. The metabolic rate is low after intravenous injection (approximately 66%), and approximately 72% after intramuscular injection. Parenteral administration results in a slower metabolic rate. Biological Half-Life The terminal half-life of total reduced folic acid is 6.2 hours. |
|---|---|
| Toxicity/Toxicokinetics |
Effects During Pregnancy and Lactation
◉ Overview of Medication Use During Lactation Leucovorin calcium (folate; 5-formyltetrahydrofolate) and its levorotatory isomer, levofolinate calcium, are folic acid derivatives and normal components of breast milk. Because levofolinate calcium and levofolinate calcium are often used in combination with potentially toxic drugs such as fluorouracil or methotrexate, relevant drug records in the LactMed database should be consulted. ◉ Effects on Breastfed Infants No published information found as of the revision date. ◉ Effects on Lactation and Breast Milk No published information found as of the revision date. |
| References |
Liu K, Dai X, Zhong D, Deng P, Ma J, Chen X. Simultaneous determination of 6R-leucovorin, 6S-leucovorin and 5-methyltetrahydrofolate in human plasma using solid phase extraction and chiral liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Apr 1;877(10):902-10.
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| Additional Infomation |
Mechanism of Action
Leucovorin calcium is a derivative of tetrahydrofolate, the reduced form of folic acid, which acts as a cofactor in the single-carbon transfer reaction during the biosynthesis of purines and pyrimidines in nucleic acids. Impaired thymidine synthesis in folic acid deficiency is considered a cause of DNA synthesis defects, leading to megaloblastic formation and megaloblastic anemia and macrocytic anemia. Because leucovorin calcium is readily converted to other tetrahydrofolate derivatives, it is an effective antidote for the hematopoietic and reticuloendothelial system toxicity induced by folic acid antagonists (such as methotrexate, pyrimethamine, and trimethoprim). It is hypothesized that in certain cancers, due to differences in membrane transport mechanisms, leucovorin calcium enters and rescues normal cells from the toxic effects of folic acid antagonists, rather than tumor cells; this principle forms the basis of high-dose methotrexate combined with leucovorin calcium rescue therapy. |
| Molecular Formula |
C20H23N7O7
|
|---|---|
| Molecular Weight |
473.43932
|
| Exact Mass |
473.165
|
| CAS # |
73951-54-9
|
| PubChem CID |
135484651
|
| Appearance |
Crystals from water with 3 mol of water of crystallization.
|
| Melting Point |
245 °C (decomp)
|
| LogP |
-1.2
|
| Hydrogen Bond Donor Count |
7
|
| Hydrogen Bond Acceptor Count |
10
|
| Rotatable Bond Count |
9
|
| Heavy Atom Count |
34
|
| Complexity |
911
|
| Defined Atom Stereocenter Count |
2
|
| SMILES |
C1[C@H](N(C2=C(N1)N=C(NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
|
| InChi Key |
VVIAGPKUTFNRDU-OLZOCXBDSA-N
|
| InChi Code |
InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12-,13+/m1/s1
|
| Chemical Name |
(4-((((R)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzoyl)-L-glutamic acid
|
| Synonyms |
6R-Leucovorin (6R,2'S)-Folinic acid Dextrofolinic acid
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.1122 mL | 10.5610 mL | 21.1220 mL | |
| 5 mM | 0.4224 mL | 2.1122 mL | 4.2244 mL | |
| 10 mM | 0.2112 mL | 1.0561 mL | 2.1122 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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