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2D Structure
Also known as: Noradrenaline bitartrate, 51-40-1, Noradrenalinebitartrate, Norepinephrine (tartrate), Noradrenaline acid tartrate, L-norepinephrine bitartrate
Molecular Formula
C12H17NO9
Molecular Weight
319.26  g/mol
InChI Key
WNPNNLQNNJQYFA-UHFFFAOYSA-N

Precursor of epinephrine that is secreted by the ADRENAL MEDULLA and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers, and of the diffuse projection system in the brain that arises from the LOCUS CERULEUS. It is also found in plants and is used pharmacologically as a sympathomimetic.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-(2-amino-1-hydroxyethyl)benzene-1,2-diol;2,3-dihydroxybutanedioic acid
2.1.2 InChI
InChI=1S/C8H11NO3.C4H6O6/c9-4-8(12)5-1-2-6(10)7(11)3-5;5-1(3(7)8)2(6)4(9)10/h1-3,8,10-12H,4,9H2;1-2,5-6H,(H,7,8)(H,9,10)
2.1.3 InChI Key
WNPNNLQNNJQYFA-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC(=C(C=C1C(CN)O)O)O.C(C(C(=O)O)O)(C(=O)O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Arterenol

2. Levarterenol

3. Levonor

4. Levonorepinephrine

5. Levophed

6. Levophed Bitartrate

7. Noradrnaline Tartrate Renaudin

8. Noradrenaline

9. Noradrenaline Bitartrate

10. Norepinephrin D-tartrate (1:1)

11. Norepinephrine

12. Norepinephrine Bitartrate

13. Norepinephrine D-tartrate (1:1)

14. Norepinephrine Hydrochloride

15. Norepinephrine Hydrochloride, (+)-isomer

16. Norepinephrine Hydrochloride, (+,-)-isomer

17. Norepinephrine L-tartrate (1:1)

18. Norepinephrine L-tartrate (1:1), (+,-)-isomer

19. Norepinephrine L-tartrate (1:1), Monohydrate

20. Norepinephrine L-tartrate (1:1), Monohydrate, (+)-isomer

21. Norepinephrine L-tartrate (1:2)

22. Norepinephrine L-tartrate, (+)-isomer

23. Norepinephrine, (+)-isomer

24. Norepinephrine, (+,-)-isomer

2.2.2 Depositor-Supplied Synonyms

1. Noradrenaline Bitartrate

2. 51-40-1

3. Noradrenalinebitartrate

4. Norepinephrine (tartrate)

5. Noradrenaline Acid Tartrate

6. L-norepinephrine Bitartrate

7. L-arterenol Bitartrate

8. L-noradrenaline Tartrate

9. Norartrinal Bitartrate

10. 3414-63-9

11. Norepinephrine Tartrate

12. L-noradrenaline D-bitartrate

13. (-)-norepinephrine Bitartrate

14. Noradrenaline Hydrogen Tartrate

15. Noradrenaline, Tartrate (1:1)

16. Nsc-169106

17. Levophed Bitartrate

18. Noradrealine

19. L-4-(2-amino-1-hydroxyethyl)-1,2-benzenediol Bitartrate

20. (+)-hydrogentartratebitartratesalt

21. Arterenol,hydrate

22. Arterenol, Hydrate

23. (-)-noradrenaline Tartrate

24. (-)-norepinephrine Tartrate

25. Schembl41601

26. (-)-arterenol Bitartrate Salt

27. Chembl2062273

28. (-)-noradrenaline Acid Tartrate

29. Bcbcmap01_000135

30. Norepinephrine Tartrate Impurity 1

31. Amy33378

32. Bcp31352

33. Nsc60394

34. (-)-noradrenaline Hydrogen Tartrate

35. (-)-norepinephrine (+)-bitartrate

36. Wln: Z1yqr Cq Dq &ovyqyqvo

37. Nsc-60394

38. Nsc169106

39. Akos015895170

40. L-(-)-norepinephrine (+)-bitartrate

41. Smp1_000021

42. (-)-noradrenaline Bitartrate Monohydrate

43. Ac-18753

44. Db-073364

45. N-8721

46. Sr-01000075279-1

47. Benzyl Alcohol,4-dihydroxy-, (-)-, Tartrate (1:1)

48. D-norepinephrine D-bitartrate;(+)-noradrenaline Bitartrate

49. L-(-)-norepinephrine-(+)-bitartrate - Cas 69815-49-2

50. Benzyl Alcohol,4-dihydroxy-, (-)-, Tartrate (1:1) (salt)

51. 4-(2-amino-1-hydroxyethyl)benzene-1,2-diol;2,3-dihydroxybutanedioic Acid

52. 1, 4-(2-amino-1-hydroxyethyl)-, (r)-, [r-(r*,r*)]-2,3-dihydroxybutanedioate (1:1) (salt)

2.3 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 319.26 g/mol
Molecular Formula C12H17NO9
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass319.09033112 g/mol
Monoisotopic Mass319.09033112 g/mol
Topological Polar Surface Area202 Ų
Heavy Atom Count22
Formal Charge0
Complexity276
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Adrenergic alpha-Agonists

Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)


Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)


Vasoconstrictor Agents

Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)