47612

Folinic acid calcium salt hydrate

BioXtra, ≥99.0% (HPLC)

• Synonym(s): 5-Formyl-5,6,7,8-tetrahydrofolic acid calcium salt, 5-Formyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid calcium salt, 5-HCO-H₄PteGlu, Calcium folinate, Citrovorum factor calcium salt, Leucovorin calcium salt
• Empirical Formula (Hill Notation): C₂₀H₂₁CaN₇O₇ · xH₂O
• CAS Number: 1492-18-8
• Molecular Weight: 511.50 (anhydrous basis)
• Beilstein: 5723924
• MDL number: MFCD00149463
• UNSPSC Code: 12352106
• PubChem Substance ID: 24871209
• NACRES: NA.28

Properties

• biological source: synthetic
• Quality Level: 200
• product line: BioXtra
• Assay: ≥99.0% (HPLC)
• form: powder or crystals
• technique(s): cell culture | mammalian: suitable
• color: white to faint yellow
• mp: 240-250 °C
• application(s): cell analysis
• SMILES string: [Ca++].[H]O[H].[H]C(=O)N1C(CNc2ccc(cc2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNc3nc(N)nc(O)c13
• InChI: 1S/C20H23N7O7.Ca/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);/q;+2/p-2/t12?,13-;/m0./s1
• InChI key: KVUAALJSMIVURS-ZEDZUCNESA-L

Description

General description

Calcium salt of the (6R,S)-mixture of diastereomers of 5-formyl-5,6,7,8-tetrahydrofolate.

Folinic acid, also called as calcium leucovorin, is usually available as an amorphous powder and lacks odor.[1] This activated form of vitamin B₉[2] is off-white to light beige in color.[1] Folic acid (FA) is a water-soluble vitamin. Folinic acid is the 5-formyl derivative of tetrahydrofolic acid and is the reduced form of folic acid.[3]

Application

Calcium folinate offsets the effects of folic acid antagonists that act by binding dihydrofolate reductase and blocking the conversion of folic acid to tetrahydrofolate. In medicine, calcium folinate is used after treatment with methotrexate to reduce the toxicity of the methotrexate. Calcium folinate is also used to enhance the cytotoxic effect of 5-fluorouracil in the treatment of cancer.

Folinic acid calcium salt hydrate has been used in the preparation of topical 1% and 2.5% folinic acid creams for use in wound healing studies.[4] It has also been used as a component in the chemically defined-Chinese hamster ovary medium (CD-CHO) to culture CHO DUKX B11.[5]

Biochem/physiol Actions

Folinic acid serves as a cofactor and participates in one-carbon-transfer reactions.[2] It helps in improving wound healing in rats.[4] Folinic acid plays a major role in children with autism to enhance verbal communication.[6]

Other Notes

Review[7]

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H315,H317,H319,H334,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves