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U.S.P. Magnesium Gluconate
Also known as: 59625-89-7, Magnesium gluconate,dihydrate, Magnesium gluconate dihydrate, Magnesium d-gluconate (1:2) hydrate, Magnesium gluconicum, Magnesium gluconate, dihydrate
Molecular Formula
C12H26MgO16
Molecular Weight
450.63  g/mol
InChI Key
HJWFTNWQKDPLAS-SYAJEJNSSA-L
FDA UNII
T42NAD2KHC

Magnesium gluconate is a magnesium salt of gluconate. It demonstrates the highest oral bioavailability of magnesium salts and is used as a mineral supplement. Magnesium is ubiquitous in the human body, and is naturally present in many foods, added to other food products, available as a dietary supplement and used as an ingredient in some medicines (such as antacids and laxatives). Although magnesium is available in the form of sulphates, lactate, hydroxide, oxide and chloride, only magnesium gluconate is recommended for magnesium supplementation as it appears to be better absorbed and causes less diarrha. This drug has been studied in the prevention of pregnancy-induced hypertension, and has displayed promising results. In addition, it has been studied for its effects on premature uterine contractions.
1 2D Structure

U.S.P. Magnesium Gluconate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
magnesium;(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoate;dihydrate
2.1.2 InChI
InChI=1S/2C6H12O7.Mg.2H2O/c2*7-1-2(8)3(9)4(10)5(11)6(12)13;;;/h2*2-5,7-11H,1H2,(H,12,13);;2*1H2/q;;+2;;/p-2/t2*2-,3-,4+,5-;;;/m11.../s1
2.1.3 InChI Key
HJWFTNWQKDPLAS-SYAJEJNSSA-L
2.1.4 Canonical SMILES
C(C(C(C(C(C(=O)[O-])O)O)O)O)O.C(C(C(C(C(C(=O)[O-])O)O)O)O)O.O.O.[Mg+2]
2.1.5 Isomeric SMILES
C([C@H]([C@H]([C@@H]([C@H](C(=O)[O-])O)O)O)O)O.C([C@H]([C@H]([C@@H]([C@H](C(=O)[O-])O)O)O)O)O.O.O.[Mg+2]
2.2 Other Identifiers
2.2.1 UNII
T42NAD2KHC
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Boron Gluconate

2. D-gluconate

3. D-gluconic Acid

4. Dextronic Acid

5. Gluconate

6. Gluconic Acid

7. Gluconic Acid, (113)indium-labeled

8. Gluconic Acid, (14)c-labeled

9. Gluconic Acid, (159)dysprosium-labeled Salt

10. Gluconic Acid, (99)technecium (5+) Salt

11. Gluconic Acid, 1-(14)c-labeled

12. Gluconic Acid, 6-(14)c-labeled

13. Gluconic Acid, Aluminum (3:1) Salt

14. Gluconic Acid, Ammonium Salt

15. Gluconic Acid, Calcium Salt

16. Gluconic Acid, Cesium(+3) Salt

17. Gluconic Acid, Cobalt (2:1) Salt

18. Gluconic Acid, Copper Salt

19. Gluconic Acid, Fe(+2) Salt, Dihydrate

20. Gluconic Acid, Lanthanum(+3) Salt

21. Gluconic Acid, Magnesium (2:1) Salt

22. Gluconic Acid, Manganese (2:1) Salt

23. Gluconic Acid, Monolithium Salt

24. Gluconic Acid, Monopotassium Salt

25. Gluconic Acid, Monosodium Salt

26. Gluconic Acid, Potassium Salt

27. Gluconic Acid, Sodium Salt

28. Gluconic Acid, Strontium (2:1) Salt

29. Gluconic Acid, Tin(+2) Salt

30. Gluconic Acid, Zinc Salt

31. Lithium Gluconate

32. Magnerot

33. Maltonic Acid

34. Manganese Gluconate

35. Pentahydroxycaproic Acid

36. Sodium Gluconate

37. Zinc Gluconate

2.3.2 Depositor-Supplied Synonyms

1. 59625-89-7

2. Magnesium Gluconate,dihydrate

3. Magnesium Gluconate Dihydrate

4. Magnesium D-gluconate (1:2) Hydrate

5. Magnesium Gluconicum

6. Magnesium Gluconate, Dihydrate

7. Magnesium D-gluconate (1:2) Dihydrate

8. Magnesium (as Gluconate)

9. T42nad2khc

10. E-580(magnesium Gluconate)

11. Ins-580(magnesium Gluconate)

12. Ins No.580(magnesium Gluconate)

13. Magnesium Gluconate [usp]

14. D-gluconic Acid, Magnesium Salt (2:1), Hydrate

15. Unii-t42nad2khc

16. Magnesium Gluconate [ep]

17. Chembl3989640

18. Magnesium Gluconate [fcc]

19. Magnesium Gluconate [inci]

20. Magnesium Gluconate [vandf]

21. Magnesium Gluconate [mart.]

22. Db13749

23. Magnesium (as Gluconate) [vandf]

24. Magnesium Gluconate [ep Monograph]

25. Magnesium Gluconate [usp Monograph]

26. Magnesium Gluconate,dihydrate [vandf]

27. W-105312

28. Q27888486

29. Magnesium (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoate Dihydrate

30. Magnesium;(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoate;dihydrate

2.4 Create Date
2013-07-08
3 Chemical and Physical Properties
Molecular Weight 450.63 g/mol
Molecular Formula C12H26MgO16
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count16
Rotatable Bond Count8
Exact Mass450.1071264 g/mol
Monoisotopic Mass450.1071264 g/mol
Topological Polar Surface Area285 Ų
Heavy Atom Count29
Formal Charge0
Complexity165
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count5
4 Drug and Medication Information
4.1 Drug Indication

Magnesium gluconate is a mineral supplement which is used to prevent and treat low levels of magnesium. Magnesium is very important for the normal physiologic functioning of cells, nerves, muscles, bones, and the heart. Generally, a well-balanced diet provides the necessary amounts of magnesium for homeostasis. However, certain conditions causing chronic magnesium deficiency may decrease levels of magnesium. These conditions include treatment with diuretics, a poor diet, alcoholism, or other medical conditions (e.g., severe diarrhea/vomiting, stomach/intestinal absorption problems, poorly controlled diabetes).


5 Pharmacology and Biochemistry
5.1 Pharmacology

Magnesium is a cofactor in over 300 enzyme systems that regulate a variety of biochemical reactions in the body, including protein synthesis, muscle and nerve function, blood glucose control, and blood pressure regulation. Magnesium is necessary for energy production, oxidative phosphorylation, and glycolysis.


5.2 ATC Code

A - Alimentary tract and metabolism

A12 - Mineral supplements

A12C - Other mineral supplements

A12CC - Magnesium

A12CC03 - Magnesium gluconate


5.3 Absorption, Distribution and Excretion

Absorption

A high-fat diet may decrease the amount of magnesium absorbed in the diet. Over-cooking food also may decrease the amount of magnesium absorbed from dietary sources. About 1/3 of magnesium is absorbed from the small intestine. The fraction of magnesium absorbed is inversely proportional to amount ingested. Oral absorption is estimated to be 15% to 30%.


Route of Elimination

Oral: Via urine (absorbed fraction); feces (unabsorbed fraction). Phosphate depletion is associated with a significant increase in urinary magnesium excretion and may lead to hypomagnesemia. Hypercalcemia is associated with an increased urinary excretion of magnesium. The increase in magnesium excretion in hypercalcemia is greater than the increase in calcium excretion and is due to decreased reabsorption in the loop of Henle. Hypercalcaemia leads to a reduction in isotonic reabsorption in the proximal renal tubule causing greater delivery of sodium, water, calcium and magnesium to the loop of Henle. As a result of this increased flow to thick ascending loop of henle, calcium and magnesium transport may be inhibited. In addition, the high peritubular concentration of calcium directly inhibits the transport of both ions in this segment. Osmotic diuretics such as mannitol and glucose cause a marked increase in magnesium excretion. Loop diuretics induce hypermagnesuria, and the increase in magnesium excretion is greater than that of sodium or calcium suggesting that loop diuretics may directly inhibit magnesium transport.


Volume of Distribution

About 60% of the magnesium is present in bone, of which 30% is exchangeable and functions as a reservoir to stabilize the serum concentration. About 20% is found in skeletal muscle, 19% in other soft tissues and less than 1% in the extracellular fluid. Skeletal muscle and liver contain between 79 mmol/Kg wet tissue; between 2030% of this is readily exchangeable. In healthy adults, the total serum magnesium is in the range of 0.70 and 1.10 mmol/L. Approximately 20% of this is protein bound, 65% is ionized and the rest is combined with various anions such as phosphate and citrate.


Clearance

The kidney plays a major role in magnesium homeostasis and the maintenance of plasma magnesium concentration. Under normal circumstances, when 80% of the total plasma magnesium is ultrafiltrable, 84 mmol of magnesium is filtered daily and 95% of this amount it reabsorbed leaving about 35 mmol to be excreted in the urine.


5.4 Mechanism of Action

Replaces deficient circulating levels of magnesium. By competing with calcium for membrane binding sites and by stimulating calcium sequestration by sarcoplasmic reticulum, magnesium helps in the maintenance of a low resting intracellular free calcium ion concentration, which is essential in various cellular functions. The electrical properties of membranes and their permeability characteristics are also affected by magnesium. Magnesium is essential to many enzymatic reactions in the body, serving as a cofactor in protein synthesis and in carbohydrate metabolism. Magnesium contributes to the structural development of bone and is also essential in the synthesis of DNA, RNA, and the antioxidant glutathione. Magnesium also plays an important role in the active transport of calcium and potassium ions across cell membranes, a process which is important to nerve impulse conduction, muscle contraction, and normal heart rhythm. In addition to the above, magnesium is an essential mineral required for the regulation of body temperature, nucleic acid and protein synthesis, and in preserving nerve and muscle cell electrical potentials. Magnesium supplementation during pregnancy may help to reduce fetal growth restriction and pre-eclampsia, as well to increase birth weight.


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