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Merck

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

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About This Item

Empirical Formula (Hill Notation):
C20H21CaN7O7 · xH2O
CAS Number:
1492-18-8
Molecular Weight:
511.50 (anhydrous basis)
MDL number:
MFCD00149463
UNSPSC Code:
12352106
PubChem Substance ID:
24871209
NACRES:
NA.28
Beilstein/REAXYS Number:
5723924

Product Name

Folinic acid calcium salt hydrate, BioXtra, ≥99.0% (HPLC)

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 key

KVUAALJSMIVURS-ZEDZUCNESA-L

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

biological source

synthetic

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

Quality Level

200

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

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.

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.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9050
BCCH6795
BCCK6285
BCCC9553
BCBX6874

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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)
Topical folinic acid enhances wound healing in rat model
Duman N, et al.
Advances in Medical Sciences, 63(2), 347-352 (2018)
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