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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Sodium folinate, Oncofolic, Folinic acid disodium, Disodium folinate, 4mxu9ljs4q, 163254-40-8

Molecular Formula

C₂₀H₂₁N₇Na₂O₇

Molecular Weight

517.4 g/mol

InChI Key

FSDMNNPYPVJNAT-RIWFDJIXSA-L

FDA UNII

4MXU9LJS4Q

Leucovorin Sodium is the sodium salt of leucovorin, an active metabolite of folic acid, used as an antidote to folic acid antagonists. Leucovorin does not require metabolism by dihydrofolate reductase, the molecular target of folate antagonists and counteracts the toxic effects of these drugs. This agent also potentiates the effects of fluorouracil and its derivatives by stabilizing the binding of the drug's metabolite to its target enzyme, thus prolonging drug activity. In comparison with the calcium salt, sodium salt does not form precipitate when mixed other folate antagonists.

1 2D Structure

Leucovorin Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

disodium;(2S)-2-[[4-[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioate

2.1.2 InChI

InChI=1S/C20H23N7O7.2Na/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*+1/p-2/t12?,13-;;/m0../s1

2.1.3 InChI Key

FSDMNNPYPVJNAT-RIWFDJIXSA-L

2.1.4 Canonical SMILES

C1C(N(C2=C(N1)N=C(NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)[O-])C(=O)[O-].[Na+].[Na+]

2.1.5 Isomeric SMILES

C1C(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-].[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

4MXU9LJS4Q

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Sodium Folinate

2. Oncofolic

3. Folinic Acid Disodium

4. Disodium Folinate

5. 4mxu9ljs4q

6. 163254-40-8

7. Unii-4mxu9ljs4q

8. Chembl3707260

9. Sodium Folinate [mart.]

10. Sodium Folinate [who-dd]

11. Q27260173

12. L-glutamic Acid, N-(4-(((2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, Disodium Salt

2.4 Create Date

2019-01-21

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₁N₇Na₂O₇
Molecular Weight	517.4 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	7
Exact Mass	517.12978460 g/mol
Monoisotopic Mass	517.12978460 g/mol
Topological Polar Surface Area	221 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	900
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3