Hydrogen cyanide (BioCAD00000012218)

plant natural products microbial natural products

Metabolite Card

Formula: CHN (27.0109)
SMILES: C#N

Synonyms [en]

hydrogen cyanide; hydrocyanic acid; Blausaeure; Cyanwasserstoff; HCN; Cyanide

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Hydrogen cyanide. 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: BioCAD00000012218). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Hydrogen cyanide (with the historical common name of Prussic acid) is a chemical compound with chemical formula HCN. It is a colorless, extremely poisonous liquid that boils slightly above room temperature at 26 °C (79 °F). Hydrogen cyanide is a linear molecule, with a triple bond between carbon and nitrogen. A minor tautomer of HCN is HNC, hydrogen isocyanide. Hydrogen cyanide is weakly acidic with a pKa of 9.2. It partly ionizes in water solution to give the cyanide anion, CN. (Wikipedia)

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 143334-20-7
  • CAS Registry Number: 74-90-8
  • PubChem: 768
  • ChEBI: ChEBI:18407
  • HMDB: HMDB0060292
  • KEGG: C01326
  • BioCyc: HCN
  • NCBI MeSH: Hydrogen Cyanide
  • Wikipedia: Hydrogen cyanide
  • Wikipedia: Hydrogen_cyanide
  • RefMet: RM0037192
  • Coconut NaturalProduct: CNP0572559.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00152 3.5.5.- hydrogen cyanide aminohydrolase
KEGG:R01408 4.2.1.66 formamide hydro-lyase (cyanide-forming)
KEGG:R01410 C01326 + C00084 + C00014<=>C05714 + C00001
KEGG:R01553 4.1.2.46 acetone-cyanohydrin acetone-lyase (cyanide-forming)
KEGG:R01650 C00232 + C01326 + C00014<=>C05715 + C00001
KEGG:R01767 4.1.2.10 mandelonitrile benzaldehyde-lyase (cyanide-forming)
KEGG:R02676 4.1.2.11 4-hydroxymandelonitrile hydroxybenzaldehyde-lyase
KEGG:R03524 4.4.1.9 L-cysteine hydrogen-sulfide-lyase (adding HCN)
KEGG:R05704 1.4.99.5 glycine:acceptor oxidoreductase (hydrogen-cyanide-forming)
KEGG:R07779 1.14.13.50 bromoxynil,NADPH:oxygen oxidoreductase
KEGG:R08511 2.5.1.18 R-nitrile:glutathione R-transferase
KEGG:R09358 4.1.2.46 (2R)-2-hydroxy-2-methylbutanenitrile butan-2-one-lyase (cyanide forming)
KEGG:R11813 1.14.19.52 2-(cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (camalexin-forming)
KEGG:R11814 1.14.19.52 C21719 + C03024 + C00007<=>C21722 + C01326 + C03161 + 2 C00001
BioCyc:THIOSULFATE-SULFURTRANSFERASE-RXN 2.8.1.1 S2O3 + HCN --> HSCN + SO3 + 2 PROTON
Rhea:RHEA:10453 2-(L-cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile + reduced [NADPH—hemoprotein reductase] + O2 => (R)-dihydrocamalexate + hydrogen cyanide + oxidized [NADPH—hemoprotein reductase] + 2 H2O + 2 H+
Rhea:RHEA:10454 (R)-dihydrocamalexate + hydrogen cyanide + oxidized [NADPH—hemoprotein reductase] + 2 H2O + 2 H+ => 2-(L-cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:10455 2-(L-cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile + reduced [NADPH—hemoprotein reductase] + O2 <=> (R)-dihydrocamalexate + hydrogen cyanide + oxidized [NADPH—hemoprotein reductase] + 2 H2O + 2 H+
Rhea:RHEA:11933 2-hydroxy-2-methylpropanenitrile => acetone + hydrogen cyanide
Rhea:RHEA:11934 acetone + hydrogen cyanide => 2-hydroxy-2-methylpropanenitrile
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Organism Source

Taxonomy Source

  1. Aaptos aaptos [ncbi taxid: 253165]
  2. Aconitum nevadense [ncbi taxid: 2739826]
  3. Alseodaphne corneri [ncbi taxid: ]
  4. Annona impressivenia [ncbi taxid: ]
  5. Aspergillus unguis [ncbi taxid: 40381]
  6. Astilbe chinensis [ncbi taxid: 268493]
  7. Aulacocephalus temmincki [ncbi taxid: ]
  8. Bersama yangambiensis [ncbi taxid: ]
  9. Castanopsis sclerophylla [ncbi taxid: 425823]
  10. Celastrus flagellaris [ncbi taxid: 489978]
  11. Chaenomeles lagenaria [ncbi taxid: ]
  12. Chaenomeles speciosa [ncbi taxid: 106546]
  13. Conocephalum japonicum [ncbi taxid: 134427]
  14. Cordylanthus kingii [ncbi taxid: 90354]
  15. Crinipellis scabella [ncbi taxid: 230788]
  16. Croton cumingii [ncbi taxid: ]
  17. Cystophora scalaris [ncbi taxid: 590105]
  18. Disynaphia halimifolia [ncbi taxid: ]
  19. Doodia picta [ncbi taxid: ]
  20. Eragrostis viscosa [ncbi taxid: 2575316]
  21. Eriobotrya japonica [ncbi taxid: 32224]
  22. Escherichia coli [ncbi taxid: 562]
  23. Eunicella cavolinii [ncbi taxid: ]
  24. Forsteronia refracta [ncbi taxid: 387687]
  25. Fridericia chica [ncbi taxid: 353936]
  26. Ginkgo biloba [ncbi taxid: 3311]
  27. Grewia mollis [ncbi taxid: 3105936]
  28. Gymnocarpium robertianum [ncbi taxid: 983334]
  29. Heliotropium floridum [ncbi taxid: 454097]
  30. Heterotheca grandiflora [ncbi taxid: 1573925]
  31. Homo sapiens [ncbi taxid: 9606]
  32. Hordeum vulgare [ncbi taxid: 4513]
  33. Hovenia acerba [ncbi taxid: 210357]
  34. Juglans nigra [ncbi taxid: 16719]
  35. Kaempferia marginata [ncbi taxid: 340432]
  36. Kaunia saltensis [ncbi taxid: 1745086]
  37. Linum usitatissimum [ncbi taxid: 4006]
  38. Luffa acutangula [ncbi taxid: 56866]
  39. Mangifera indica [ncbi taxid: 29780]
  40. Narcissus concolor [ncbi taxid: 54871]
  41. Nauclea officinalis [ncbi taxid: 1009495]
  42. Oncoba echinata [ncbi taxid: ]
  43. Ophiolepis superba [ncbi taxid: 1869291]
  44. Papilio phorcas [ncbi taxid: 77261]
  45. Parabenzoin trilobum [ncbi taxid: ]
  46. Phytolacca acinosa [ncbi taxid: 3528]
  47. Phytolacca americana [ncbi taxid: 3527]
  48. Polycephalomyces nipponicus [ncbi taxid: ]
  49. Portulaca oleracea [ncbi taxid: 46147]
  50. Prunus amygdalus [ncbi taxid: ]
  51. Prunus armeniaca [ncbi taxid: 36596]
  52. Prunus davidiana [ncbi taxid: 151430]
  53. Prunus dulcis [ncbi taxid: 3755]
  54. Prunus japonica [ncbi taxid: 97319]
  55. Prunus mandshurica [ncbi taxid: 122122]
  56. Prunus mume [ncbi taxid: 102107]
  57. Prunus persica [ncbi taxid: 3760]
  58. Prunus pseudocerasus [ncbi taxid: 151439]
  59. Prunus sibirica [ncbi taxid: 151440]
  60. Rubrivivax gelatinosus [ncbi taxid: 28068]
  61. Ruta pinnata [ncbi taxid: 452794]
  62. Salvia dorrii [ncbi taxid: 207754]
  63. Sophora angustifolia [ncbi taxid: ]
  64. Stevia polycephala [ncbi taxid: 558499]
  65. Streptomyces parvisporogenes [ncbi taxid: 68252]
  66. Teucrium depressum [ncbi taxid: ]
  67. Thymus piperella [ncbi taxid: ]
  68. Trichilia rubescens [ncbi taxid: 1672008]
  69. Triglochin maritima [ncbi taxid: 55501]
  70. Triglochin maritimum [ncbi taxid: ]
  71. Vaccaria hispanica [ncbi taxid: ]
  72. Vaccaria segetalis [ncbi taxid: ]
  73. Vicia sativa [ncbi taxid: 3908]
  74. Zieria arborescens [ncbi taxid: 483717]

Pathway Synthetic

pathway id name
BioCyc:META_PWY0-1581 nitrate reduction IX (dissimilatory)
BioCyc:META_PWY-5920 superpathway of b heme biosynthesis from glycine
BioCyc:META_CAMALEXIN-SYN camalexin biosynthesis
BioCyc:META_PWY-3162 L-tryptophan degradation V (side chain pathway)
BioCyc:META_SULFATE-CYS-PWY superpathway of sulfate assimilation and cysteine biosynthesis
BioCyc:META_P282-PWY nitrite oxidation
BioCyc:META_GLUCARDEG-PWY D-glucarate degradation I
BioCyc:META_PWY-6954 superpathway of aromatic compound degradation via 2-hydroxypentadienoate
BioCyc:META_PWY-5976 dhurrin degradation
BioCyc:META_PWY-7091 linustatin bioactivation
BioCyc:META_PWY-6002 lotaustralin degradation
BioCyc:META_PWY-5497 purine nucleobases degradation II (anaerobic)
BioCyc:META_PWY-3181 L-tryptophan degradation VI (via tryptamine)
BioCyc:META_AMMOXID-PWY ammonia oxidation I (aerobic)
BioCyc:META_PWY-2501 fatty acid α-oxidation I
BioCyc:META_PWY-5028 L-histidine degradation II
BioCyc:META_HISHP-PWY L-histidine degradation VI
BioCyc:META_N2FIX-PWY nitrogen fixation I (ferredoxin)
BioCyc:META_PWY-2261 ascorbate glutathione cycle
BioCyc:META_PWY-5478 superpathway of hydrolyzable tannin biosynthesis
View All Pathways