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Spaglumic Acid

Spaglumic Acid

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Also known as: N-acetyl-1-aspartylglutamic acid, N-acetyl-asp-glu-oh, Alpha-naag, Spectrum2_001481, Spectrum3_001845, 2-[(2-acetamido-3-carboxy-1-oxopropyl)amino]pentanedioic acid

Molecular Formula

C₁₁H₁₆N₂O₈

Molecular Weight

304.25 g/mol

InChI Key

OPVPGKGADVGKTG-UHFFFAOYSA-N

1 2D Structure

Spaglumic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[(2-acetamido-3-carboxypropanoyl)amino]pentanedioic acid

2.1.2 InChI

InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)

2.1.3 InChI Key

OPVPGKGADVGKTG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(=O)NC(CC(=O)O)C(=O)NC(CCC(=O)O)C(=O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Isospaglumic Acid

2. N-(n-acetyl-l-alpha-aspartyl)-l-glutamic Acid

3. N-acetyl-1-asp-glu

4. N-acetyl-1-aspartylglutamic Acid

5. N-acetyl-1-aspartylglutamic Acid, (l)-isomer Ion

6. N-acetyl-1-aspartylglutamic Acid, Magnesium Salt

7. N-acetyl-aspartyl-glutamate

8. N-acetyl-aspartyl-glutamic Acid

9. N-acetyl-l-alpha-aspartylglutamic Acid

10. N-acetyl-l-aspartyl-l-glutamate

11. N-acetylaspartylglutamate

12. Naaga

13. Naaga Magnesium Salt

14. Naaga Sodium Salt

15. Naaxia

16. Zy 15106

17. Zy 15109

18. Zy-15106

19. Zy-15109

20. Zy15106

21. Zy15109

2.2.2 Depositor-Supplied Synonyms

1. N-acetyl-1-aspartylglutamic Acid

2. N-acetyl-asp-glu-oh

3. Alpha-naag

4. Spectrum2_001481

5. Spectrum3_001845

6. 2-[(2-acetamido-3-carboxy-1-oxopropyl)amino]pentanedioic Acid

7. Chembl64966

8. Schembl288515

9. Spbio_001461

10. Schembl21403461

11. Chebi:95120

12. Kbio3_002730

13. Dtxsid10863103

14. Hms3266k17

15. Ccg-39200

16. Pdsp1_000259

17. Pdsp2_000258

18. Ncgc00095908-01

19. Ncgc00095908-02

20. Db-047960

21. Ft-0774474

22. N-acetyl-asp-glu, >=97% (tlc), Powder

23. L000426

24. Q27166900

2.3 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₆N₂O₈
Molecular Weight	304.25 g/mol
XLogP3	-2.1
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	9
Exact Mass	304.09066547 g/mol
Monoisotopic Mass	304.09066547 g/mol
Topological Polar Surface Area	170 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	448
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Neuroprotective Agents

Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)

Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)

Anti-Allergic Agents

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)

Bronchodilator Agents

Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)

Neurotoxins

Toxic substances from microorganisms, plants or animals that interfere with the functions of the nervous system. Most venoms contain neurotoxic substances. Myotoxins are included in this concept. (See all compounds classified as Neurotoxins.)