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47612

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C20H21CaN7O7 · xH2O
CAS Number:
1492-18-8
Molecular Weight:
511.50 (anhydrous basis)
Beilstein/REAXYS Number:
5723924
UNSPSC Code:
12352106
PubChem Substance ID:
24871209
NACRES:
NA.28

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

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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. This activated form of vitamin B9 is off-white to light beige in color. 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.

Application

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. It has also been used as a component in the chemically defined-Chinese hamster ovary medium (CD-CHO) to culture CHO DUKX B11.
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.

Biochem/physiol Actions

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

Other Notes

Review

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nutritional Regulation of Mitochondrial Function
Mitochondria, 93-126 (2019)
L.O. Pont et al.
Anal. Profiles Drug Subst., 8, 315-315 (1979)
Calcium Leucovorin
Analytical Profiles of Drug Substances, 8, 315-350 (1979)
OPP Labeling Enables Total Protein Synthesis Quantification in CHO Production Cell Lines at the Single-Cell Level
Nagelreiter F, et al.
Biotechnology Journal, 13(4), 1700492-1700492 (2018)
Methotrexate-induced cytotoxicity and genotoxicity in germ cells of mice: Intervention of folic and folinic acid
Padmanabhan S, et al.
Mutation Research, 673(1), 43-52 (2009)
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Chromatograms

application for HPLCapplication for HPLC

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