Candicine (BioCAD00000007910)

plant natural products microbial natural products

Metabolite Card

Formula: C11H18NO (180.1388)
SMILES: C[N+](C)(C)CCC1=CC=C(O)C=C1

Synonyms [en]

Candicine; Candicin; AMMONIUM, (p-HYDROXYPHENETHYL)TRIMETHYL-; 2-(4-hydroxyphenyl)ethyl-trimethyl-ammonium;iodide; 2-(4-hydroxyphenyl)-N,N,N-trimethylethanaminium; 2-(4-hydroxyphenyl)ethyl-trimethylazanium

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Candicine. 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: BioCAD00000007910). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Candicine is a member of the class of compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. Candicine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Candicine can be found in barley, which makes candicine a potential biomarker for the consumption of this food product. Candicine is a naturally occurring organic compound that is a quaternary ammonium salt with a phenethylamine skeleton. It is the N,N,N-trimethyl derivative of the well-known biogenic amine tyramine, and, being a natural product with a positively charged nitrogen atom in its molecular structure, it is classed as an alkaloid. Although it is found in a variety of plants, including barley, its properties have not been extensively studied with modern techniques. Candicine is toxic after parenteral administration, producing symptoms of neuromuscular blockade; further details are given in the "Pharmacology" section below.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 3761-58-8
  • CAS Registry Number: 6656-13-9
  • PubChem: 23135
  • ChEBI: ChEBI:3350
  • HMDB: HMDB0303388
  • KEGG: C10575
  • NCBI MeSH: candicine
  • Wikipedia: Candicine
  • RefMet: RM0000536
  • MoNA: Alkaloids000634
  • MoNA: Alkaloids000635
  • MoNA: TOF_alkaloids_pos000539
  • Coconut NaturalProduct: CNP0561596.0

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

  1. Alternaria alternata [ncbi taxid: 5599]
  2. Artocarpus odoratissimus [ncbi taxid: 709058]
  3. Bacterial strain [ncbi taxid: ]
  4. Chaetomium arcuatum [ncbi taxid: 911086]
  5. Chlorophora regia [ncbi taxid: ]
  6. Clusia paralicola [ncbi taxid: 211713]
  7. Commiphora kua [ncbi taxid: 246356]
  8. Delphinium winklerianum [ncbi taxid: 3068907]
  9. Dendrolobium triangulare [ncbi taxid: 1424754]
  10. Desmodium gangeticum [ncbi taxid: ]
  11. Dimorphocarpa wislizeni [ncbi taxid: 98002]
  12. Dolichandrone stipulata [ncbi taxid: ]
  13. Fagara spp. [ncbi taxid: ]
  14. Gloiosiphonia verticillaris [ncbi taxid: 1583022]
  15. Heteropsis integerrima [ncbi taxid: ]
  16. Hordeum vulgare [ncbi taxid: 4513]
  17. Hordeum vulgare L. s.l. (H. vulgare L. s.str. and H. vulgare subsp. hexastichon (L.) Celak.) [ncbi taxid: ]
  18. Leontodon filii [ncbi taxid: 1053362]
  19. Leucoptera malifoliella [ncbi taxid: 753488]
  20. Lysichitum camtschatcense [ncbi taxid: ]
  21. Magnolia grandiflora [ncbi taxid: 3406]
  22. Mahonia leschenaultii [ncbi taxid: ]
  23. Oplopanax elatus [ncbi taxid: 228659]
  24. Phellodendron amurense [ncbi taxid: 68554]
  25. Phellodendron chinense [ncbi taxid: 354508]
  26. Phellodendron chinese [ncbi taxid: ]
  27. Pinguicula moranensis [ncbi taxid: 192269]
  28. Shorea seminis [ncbi taxid: 152435]
  29. Smyrnium perfoliatum [ncbi taxid: 1534653]
  30. Solenostemon sylvaticus [ncbi taxid: ]
  31. Teclea sudanica [ncbi taxid: ]
  32. Trichocereus candicans [ncbi taxid: ]
  33. Trichocereus lampochlorus [ncbi taxid: ]
  34. Tuberolachnus salignus [ncbi taxid: 96551]
  35. Watersipora cucullata [ncbi taxid: ]
  36. Zanthoxylum culantrillo [ncbi taxid: ]

Pathway Synthetic

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