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2D Structure
Also known as: 3012-65-5, Microstop, Diammonium hydrogen citrate, Dibasic ammonium citrate, Ammonium monohydrogen citrate, Ammonium citrate, dibasic
Molecular Formula
C6H14N2O7
Molecular Weight
226.18  g/mol
InChI Key
YXVFQADLFFNVDS-UHFFFAOYSA-N

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
diazanium;3-carboxy-3-hydroxypentanedioate
2.1.2 InChI
InChI=1S/C6H8O7.2H3N/c7-3(8)1-6(13,5(11)12)2-4(9)10;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);2*1H3
2.1.3 InChI Key
YXVFQADLFFNVDS-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(C(=O)[O-])C(CC(=O)[O-])(C(=O)O)O.[NH4+].[NH4+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Da-h-c Cpd

2. Diammonium Hydrogen Citrate

2.2.2 Depositor-Supplied Synonyms

1. 3012-65-5

2. Microstop

3. Diammonium Hydrogen Citrate

4. Dibasic Ammonium Citrate

5. Ammonium Monohydrogen Citrate

6. Ammonium Citrate, Dibasic

7. Citric Acid Diammonium Salt

8. Ammonium Citrate Dibasic

9. Ammonium Hydrogen Citrate

10. Ammonium Monohydrogencitrate

11. Citrate (diammonium)

12. 2-hydroxy-1,2,3-propanetricarboxylic Acid, Diammonium Salt

13. Mfcd00013068

14. 1,2,3-propanetricarboxylic Acid, 2-hydroxy-, Diammonium Salt

15. Ammcitrate

16. Diammonium 3-carboxy-3-hydroxypentanedioate

17. Diammonium Hydrogen 2-hydroxypropane-1,2,3-tricarboxylate

18. Citric Acid Ammonium Salt

19. Ammonium Monohydrogen Citrate; Citrate Diammonium Hydrogen

20. Ammonium Monohydrogencitrat

21. N9bug430k8

22. Chebi:63076

23. Citric Acid, Diammonium Salt

24. Diammonium Citrate (secondary)

25. Hsdb 300

26. Einecs 221-146-3

27. Unii-n9bug430k8

28. Ai3-26173

29. Diammonium 2-hydroxy-1,2,3-propanetricarboxylate

30. Ammonium Citrate Dibasic Acs Granular

31. Diazanium;3-carboxy-3-hydroxypentanedioate

32. Db-047712

33. 1,2,3-propanetricarboxylic Acid, 2-hydroxy-, Ammonium Salt (1:2)

2.3 Create Date
2005-07-19
3 Chemical and Physical Properties
Molecular Weight 226.18 g/mol
Molecular Formula C6H14N2O7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass226.08010079 g/mol
Monoisotopic Mass226.08010079 g/mol
Topological Polar Surface Area140 Ų
Heavy Atom Count15
Formal Charge0
Complexity216
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

...The distribution of (15)N from ammonium citrate, administered by different routes, into the proteins of various tissues of hypophysectomized rats /was examined/. The liver, kidney, and spleen contained greater concentrations of (15)N incorporated into proteins than heart or muscle fractions during 72 hr following intragastric, intraperitoneal, and subcutaneous administration of 15N-ammonium citrate. After the first 6 hr, during which the intragastric route gave higher values, the quantity of (15)N incorporated into liver-protein was not substantially affected by the route of administration. In most of the other tissues studied, however, (15)N incorporation tended to be least by the intragastric route, followed, in increasing order, by the intraperitoneal and subcutaneous routes. By the last route, more labelled ammonia was apparently made available to the widely distributed glutamine-synthetase (EC 6.3.1.2) system. /Ammonium citrate/

WHO; Environ Health Criteria 54: Ammonia p.105 (1986)


4.2 Metabolism/Metabolites

Results of studies on the metabolic fate of dietary ammonium citrate and intravenously-administered ammonium lactate in rats showed that urea synthesis represented a nearly constant fraction of the administered ammonia over a large concentration range. Besides glutamine and urea, labelled nitrogen also appeared in creatine, glycine, alanine, proline, histidine, arginine, glutamic acid, and aspartic acid. ...The incorporation of (15)N from ammonium citrate into proteins of liver, heart, kidney, spleen, and muscle fractions of untreated and growth hormone-treated, hypophysectomized rats /was examined/, and found differences in the metabolic fate, depending on the route of administration. Subcutaneous injection facilitated the labelling of amide nitrogen, indicating extensive disposition via glutamine synthesis. In contrast, intragastric or intraperitoneal administration resulted in the labelling of arginine, glutamic acid, and other alpha-amino acids of the liver. Amide-nitrogen was labelled to a much lesser extent than by the subcutaneous route. The tissue distribution of the label also differed according to the route of entry. /Ammonium citrate/

WHO; Environ Health Criteria 54: Ammonia p.106 (1986)