L-Noradrenaline (BioCAD00000013097)

blood cerebrospinal fluid (csf) urine adipose tissue adrenal cortex adrenal gland adrenal medulla bladder brain epidermis fibroblasts heart intestine kidney leukocyte neuron ovary pancreas placenta platelet prostate skeletal muscle testis

Metabolite Card

Formula: C8H11NO3 (169.0739)
SMILES: NC[C@H](O)C1=CC(O)=C(O)C=C1

Synonyms [en]

norepinephrine; L-Noradrenaline; noradrenaline; (-)-Norepinephrine; Arterenol; (-)-Arterenol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

L-Noradrenaline. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000013097). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Norepinephrine is the 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 arising from the locus ceruleus. It is also found in plants and is used pharmacologically as a sympathomimetic. Norepinephrine is elevated in the urine of people who consume bananas. Norepinephrine is also a microbial metabolite; urinary noradrenaline is produced by Escherichia, Bacillus, and Saccharomyces (PMID: 24621061). Norepinephrine is found in alcoholic beverages, banana peels and pulp (Musa paradisiaca), red plum fruit (Prunus domestica), orange pulp (Citrus sinensis), potato tubers (Solanum tuberosum), and whole purslane (Portulaca oleracea). P. oleracea is the richest of these sources. Norepinephrine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).

Extracellular
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 109835-90-7
  • CAS Registry Number: 51-41-2
  • CAS Registry Number: 51-41-2 (free base)
  • CAS Registry Number: 65277-62-5
  • PubChem: 439260
  • ChEBI: ChEBI:18357
  • HMDB: HMDB0000216
  • KEGG: C00547
  • NCBI MeSH: Norepinephrine
  • Wikipedia: Norepinephrine
  • DrugBank: DB00368
  • RefMet: RM0135913
  • MoNA: FiehnHILIC001402
  • MoNA: HMDB0000216_c_ms_1837
  • MoNA: HMDB0000216_ms_ms_355
  • MoNA: HMDB0000216_ms_ms_356
  • MoNA: HMDB0000216_ms_ms_357
  • MoNA: KO003612
  • MoNA: KO003613
  • MoNA: KO003614
  • MoNA: KO003615
  • MoNA: KO003616
  • MoNA: PM002305
  • MoNA: PS001401
  • MoNA: PS001402
  • MoNA: PS001406
  • MoNA: QE_Alk_neg000013
  • MoNA: TOF_alkaloids_neg000009
  • MoNA: TOF_alkaloids_neg000010
  • MoNA: TOF_alkaloids_pos000012
  • Metlin: METLIN_63
  • Coconut NaturalProduct: CNP0188951.1
  • Coconut NaturalProduct: CNP0214798.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02532 1.4.3.4 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol:oxygen oxidoreductase(deaminating)(flavin-containing)
KEGG:R02533 2.1.1.28 S-adenosyl-L-methionine:phenylethanolamine N-methyltransferase
KEGG:R02534 2.1.1.6 S-adenosyl-L-methionine:catechol O-methyltransferase
KEGG:R02535 1.14.17.1 dopamine,ascorbate:oxygen oxidoreductase (beta-hydroxylating)
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Organism Source

Taxonomy Source

  1. Aconitum mokchangense [ncbi taxid: ]
  2. Acritopappus prunifolius [ncbi taxid: ]
  3. Albizia Julibrissin [ncbi taxid: 3813]
  4. Aplysia californica [ncbi taxid: 6500]
  5. Blatta orientalis [ncbi taxid: 6976]
  6. Bos taurus [ncbi taxid: 9913]
  7. Brassica olereacea [ncbi taxid: ]
  8. Bubalus bubalis [ncbi taxid: 89462]
  9. Carassius auratus [ncbi taxid: 7957]
  10. Citrus sinensis [ncbi taxid: 2711]
  11. Cytisus coparius [ncbi taxid: ]
  12. Erinaceus europaeus [ncbi taxid: 9365]
  13. Hemiechinus auritus [ncbi taxid: 217708]
  14. Hemiechinus dauuricus [ncbi taxid: ]
  15. Homo sapiens [ncbi taxid: 9606]
  16. Imperata cylindrica [ncbi taxid: 80369]
  17. Melastoma candidum [ncbi taxid: 119954]
  18. Melicope denhamii [ncbi taxid: 1487105]
  19. Mimosa pudica [ncbi taxid: 76306]
  20. Murraya paniculata [ncbi taxid: 43711]
  21. Mus musculus [ncbi taxid: 10090]
  22. Musa acuminata [ncbi taxid: 4641]
  23. Musa paradisiaca var. sapientum [ncbi taxid: ]
  24. Musa sapientum [ncbi taxid: ]
  25. Myrtillocactus geometrizan [ncbi taxid: ]
  26. Paraixeris pinnatipartita [ncbi taxid: 1325991]
  27. Passiflora quadrangularis [ncbi taxid: 3685]
  28. Persea americana [ncbi taxid: 3435]
  29. Phaseolus coccineus [ncbi taxid: 3886]
  30. Phaseolus multiflorus [ncbi taxid: ]
  31. Phaseolus vulgaris [ncbi taxid: 3885]
  32. Pisum sativum [ncbi taxid: ]
  33. Pittosporum resiniferum [ncbi taxid: 330643]
  34. Plantago major [ncbi taxid: 29818]
  35. Portulaca grandiflora [ncbi taxid: 3583]
  36. Portulaca oleracea [ncbi taxid: 46147]
  37. Pseudoalteromonas luteoviolacea [ncbi taxid: 43657]
  38. Samanea saman [ncbi taxid: 76910]
  39. Scutellaria woronowii [ncbi taxid: ]
  40. Senecio atratus [ncbi taxid: 2913009]
  41. Sigesbeckia orientalis [ncbi taxid: 185191]
  42. Solanum esculentum [ncbi taxid: ]
  43. Solanum melanogena [ncbi taxid: ]
  44. Solanum tuberosum [ncbi taxid: 4113]
  45. Solanum tuberosum L. [ncbi taxid: ]
  46. Spinacia oleracea [ncbi taxid: 3562]
  47. Theobroma cacao [ncbi taxid: 3641]
  48. Vernonia diffusa [ncbi taxid: ]
  49. Vicia faba [ncbi taxid: 3906]

Pathway Synthetic

pathway id name
WikiPathways:WP4657 22q11.2 copy number variation syndrome
WikiPathways:WP4932 7q11.23 copy number variation syndrome
WikiPathways:WP513 Catecholamine synthesis
WikiPathways:WP522 Biogenic amine synthesis
WikiPathways:WP3584 MECP2 and associated Rett syndrome
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP839 Monoamine GPCRs
WikiPathways:WP3192 Neurotransmitter release cycle
WikiPathways:WP4321 Thermogenesis
WikiPathways:WP276 Monoamine GPCRs
WikiPathways:WP570 Monoamine GPCRs
WikiPathways:WP662 Amino acid metabolism
WikiPathways:WP1076 Monoamine GPCRs
WikiPathways:WP2912 Vascular smooth muscle contraction
WikiPathways:WP125 Biogenic amine synthesis
WikiPathways:WP957 Monoamine GPCRs
WikiPathways:WP1193 Monoamine GPCRs
WikiPathways:WP3165 Neurotransmitter clearance in synaptic cleft
WikiPathways:WP3925 Amino acid metabolism
WikiPathways:WP58 Monoamine GPCRs
View All Pathways