4-Methylpentanal (BioCAD00000004463)

blood cerebrospinal fluid (csf) feces saliva urine plant natural products microbial natural products

Metabolite Card

Formula: C6H12O (100.0888)
SMILES: CC(C)CCC=O

Synonyms [en]

4-methylpentanal; hexanal; isohexanal; Caproaldehyde; isocaproaldehyde; Hexaldehyde

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

4-Methylpentanal. 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: BioCAD00000004463). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

4-Methylpentanal is an intermediate in the metabolism of C21-Steroid hormone. It is a substrate for Cytochrome P450 11A1 (mitochondrial).

Mitochondria
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1119-16-0
  • CAS Registry Number: 15877-57-3
  • CAS Registry Number: 66-25-1
  • CAS Registry Number: 7332-93-6
  • CAS Registry Number: 861259-78-1
  • PubChem: 129
  • PubChem: 6184
  • ChEBI: ChEBI:17998
  • ChEBI: ChEBI:88528
  • HMDB: HMDB0001318
  • HMDB: HMDB0005994
  • HMDB: HMDB01318
  • LipidMaps: LMFA06000109
  • KEGG: C02373
  • BioCyc: 4-METHYLPENTANAL
  • BioCyc: HEXANAL
  • NCBI MeSH: isocaproaldehyde
  • NCBI MeSH: n-hexanal
  • Wikipedia: Hexanal
  • RefMet: RM0074130
  • RefMet: RM0156021
  • MoNA: HMDB0005994_c_ms_99913
  • MoNA: HMDB0005994_c_ms_99914
  • MoNA: HMDB0005994_c_ms_99915
  • MoNA: HMDB0005994_ms_ms_2463
  • MoNA: HMDB0005994_ms_ms_2464
  • MoNA: HMDB0005994_ms_ms_2465
  • MoNA: JP001481
  • MoNA: JP008677
  • MoNA: JP009324
  • Metlin: METLIN_36627
  • Metlin: METLIN_6155
  • Coconut NaturalProduct: CNP0111121.0
  • Coconut NaturalProduct: CNP0198082.0
  • Coconut NaturalProduct: CNP0304790.0
  • Coconut NaturalProduct: CNP0531748.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02724 1.14.15.6 cholesterol,reduced-adrenal-ferredoxin:oxygen oxidoreductase (side-chain-cleaving)
KEGG:R03933 1.14.15.6 20alpha,22beta-dihydroxycholesterol,ferredoxin:oxygen oxidoreductase (side-chain-cleaving)
KEGG:R04676 1.14.15.6 17alpha,20alpha-dihydroxycholesterol:oxygen oxidoreductase (side-chain-cleaving)
Rhea:RHEA:34344 (20R,22R)-20,22-dihydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H+ => 4-methylpentanal + pregnenolone + 2 oxidized [adrenodoxin] + 2 H2O
Rhea:RHEA:34345 4-methylpentanal + pregnenolone + 2 oxidized [adrenodoxin] + 2 H2O => (20R,22R)-20,22-dihydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H+
Rhea:RHEA:34346 (20R,22R)-20,22-dihydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H+ <=> 4-methylpentanal + pregnenolone + 2 oxidized [adrenodoxin] + 2 H2O
Rhea:RHEA:35740 1.14.15.6 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H+ => 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
Rhea:RHEA:35741 1.14.15.6 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O => 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H+
Rhea:RHEA:35742 1.14.15.6 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H+ <=> 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O
Rhea:RHEA:50777 hexanal + NADP+ => (E)-hex-2-enal + NADPH + H+
Rhea:RHEA:50778 (E)-hex-2-enal + NADPH + H+ => hexanal + NADP+
Rhea:RHEA:50779 hexanal + NADP+ <=> (E)-hex-2-enal + NADPH + H+
Rhea:RHEA:58405 hexan-1-ol + NADP+ => hexanal + NADPH + H+
Rhea:RHEA:58406 hexanal + NADPH + H+ => hexan-1-ol + NADP+
Rhea:RHEA:58407 hexan-1-ol + NADP+ <=> hexanal + NADPH + H+
Rhea:RHEA:58437 4-methylpentan-1-ol + NADP+ => 4-methylpentanal + NADPH + H+
Rhea:RHEA:58438 4-methylpentanal + NADPH + H+ => 4-methylpentan-1-ol + NADP+
Rhea:RHEA:58439 4-methylpentan-1-ol + NADP+ <=> 4-methylpentanal + NADPH + H+
Rhea:RHEA:58965 hexanal + O2 + H2O => hexanoate + H2O2 + H+
Rhea:RHEA:58966 hexanoate + H2O2 + H+ => hexanal + O2 + H2O
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Organism Source

Taxonomy Source

  1. Artemisia argyi [ncbi taxid: 259893]
  2. Artemisia montana [ncbi taxid: 669134]
  3. Artemisia princeps [ncbi taxid: 223870]
  4. Homo sapiens [ncbi taxid: 9606]
  5. Mus musculus [ncbi taxid: 10090]
  6. Aconitum kamtschaticum [ncbi taxid: ]
  7. Aconitum vilmorinianum [ncbi taxid: 226101]
  8. Actaea dahurica [ncbi taxid: 64029]
  9. Actaea heracleifolia [ncbi taxid: 64034]
  10. Actaea simplex [ncbi taxid: 64042]
  11. Actinidia kolomikta [ncbi taxid: 165710]
  12. Akebia quinata [ncbi taxid: 13331]
  13. Akebia trifoliata [ncbi taxid: 155132]
  14. Alangium premnifolium [ncbi taxid: 2918396]
  15. Allium cepa [ncbi taxid: 4679]
  16. Aloe africana [ncbi taxid: 1080010]
  17. Aloe ferox [ncbi taxid: 117798]
  18. Aloe spicata [ncbi taxid: 992642]
  19. Aloe vera [ncbi taxid: 34199]
  20. Amyris marshii [ncbi taxid: ]
  21. Angelica acutiloba [ncbi taxid: 55605]
  22. Angelica gigas [ncbi taxid: 85712]
  23. Angelica sinensis [ncbi taxid: 165353]
  24. Angelica tarokoensis [ncbi taxid: 2831630]
  25. Anthemis aciphylla BOISS.var.discoidea BOISS [ncbi taxid: ]
  26. Arnebia euchroma [ncbi taxid: 373122]
  27. Arnebia guttata [ncbi taxid: 419289]
  28. Artemisia argyi [ncbi taxid: 259893]
  29. Artemisia capillaries [ncbi taxid: ]
  30. Artemisia montana [ncbi taxid: 669134]
  31. Artemisia princeps [ncbi taxid: 223870]
  32. Atractylodes lancea [ncbi taxid: 41486]
  33. Atractylodes macrocephala [ncbi taxid: 265785]
  34. Bistorta manshuriensis [ncbi taxid: 1548133]
  35. Bistorta officinalis [ncbi taxid: 125587]
  36. Bombax ceiba [ncbi taxid: 45325]
  37. Boronella koniambiensis [ncbi taxid: ]
  38. Brachyspira hyodysenteriae [ncbi taxid: 159]
  39. Bragantia wallichii [ncbi taxid: ]
  40. Brassica hirta [ncbi taxid: ]
  41. Brassica juncea [ncbi taxid: 3707]
  42. Brassica oleracea [ncbi taxid: 3712]
  43. Brevibacillus laterosporus [ncbi taxid: 1465]
  44. Bupleurum chinense [ncbi taxid: 52451]
  45. Bupleurum falcatum [ncbi taxid: 46367]
  46. Bupleurum scorzonerifolium [ncbi taxid: 48105]
  47. Calypogeia integristipula [ncbi taxid: 70143]
  48. Camellia sinensis [ncbi taxid: 4442]
  49. Canarium strictum [ncbi taxid: 300212]
  50. Capillipedium parviflorum [ncbi taxid: 79829]
  51. Capsicum annuum [ncbi taxid: 4072]
  52. Carthamus tinctorius [ncbi taxid: 4222]
  53. Cetraria islandica [ncbi taxid: 78064]
  54. Cimicifuga foetida [ncbi taxid: ]
  55. Cinamomum cassia [ncbi taxid: ]
  56. Cinnamomum aromaticum [ncbi taxid: 119260]
  57. Cirsium brevistylum [ncbi taxid: 196706]
  58. Cistus creticus [ncbi taxid: 191224]
  59. Citrullus lanatus [ncbi taxid: 3654]
  60. Citrus aurantifolia [ncbi taxid: ]
  61. Citrus aurantium [ncbi taxid: ]
  62. Citrus grandis [ncbi taxid: ]
  63. Citrus hystrix [ncbi taxid: 170989]
  64. Citrus limon [ncbi taxid: ]
  65. Citrus limonia [ncbi taxid: 171249]
  66. Citrus paradisi [ncbi taxid: ]
  67. Citrus sinensis [ncbi taxid: 2711]
  68. Cnidium officinale [ncbi taxid: ]
  69. Coelogorgia palmosa [ncbi taxid: 86530]
  70. Colobocentrotus atratus [ncbi taxid: 39290]
  71. Coreopsis grandiflora [ncbi taxid: 13449]
  72. Crocus sativus [ncbi taxid: 82528]
  73. Cynomorium songaricum [ncbi taxid: 627609]
  74. Daucus carota [ncbi taxid: 4039]
  75. Delphinium andersoni [ncbi taxid: ]
  76. Desmodium oxyphyllum [ncbi taxid: ]
  77. Dianthus caryophyllus L. [ncbi taxid: ]
  78. Diphasia angolensis [ncbi taxid: ]
  79. Dipteronia dyeriana [ncbi taxid: 168575]
  80. Dodonaea polyandra [ncbi taxid: 569829]
  81. Ectropis bicolor [ncbi taxid: ]
  82. Elsholtzia ciliata [ncbi taxid: 662901]
  83. Epimedium davidii [ncbi taxid: 253605]
  84. Erinaceus europaeus [ncbi taxid: 9365]
  85. Erysimum odoratum [ncbi taxid: 1137569]
  86. Esox saurus [ncbi taxid: ]
  87. Eupolyphaga sinensis [ncbi taxid: 367774]
  88. Eutypella scoparia [ncbi taxid: ]
  89. Foeniculum vulgare [ncbi taxid: ]
  90. FOOD SAKE [ncbi taxid: ]
  91. Fragaria x ananassa [ncbi taxid: 3747]
  92. Frullania tamarisci [ncbi taxid: 95764]
  93. Galenia africana [ncbi taxid: ]
  94. Garcinia macrophylla [ncbi taxid: 469955]
  95. Gentiana dahurica [ncbi taxid: 225203]
  96. Glehnia littoralis [ncbi taxid: 48119]
  97. Globba malaccensis [ncbi taxid: ]
  98. Gnidia lamprantha [ncbi taxid: ]
  99. Gouania microcarpa [ncbi taxid: 2501689]
  100. Gymnanthemum amygdalinum [ncbi taxid: 82755]
  101. Heterotheca inuloides [ncbi taxid: 3015714]
  102. Homo sapiens [ncbi taxid: 9606]
  103. Homo sapiens (Blood) [ncbi taxid: ]
  104. Homo sapiens (Exhaled breath) [ncbi taxid: ]
  105. Humulus lupulus [ncbi taxid: 3486]
  106. Hypericum perforatum [ncbi taxid: 65561]
  107. Ilex amara [ncbi taxid: 185490]
  108. Inula helenium [ncbi taxid: 55635]
  109. Isodon japonicus [ncbi taxid: 425908]
  110. Juglans nigra [ncbi taxid: 16719]
  111. Knightia excelsa [ncbi taxid: 35944]
  112. Kobus ellipsiprymnus [ncbi taxid: 9962]
  113. Laurencia distichophylla [ncbi taxid: ]
  114. Leonurus glaucescens [ncbi taxid: 445399]
  115. Lepidium draba [ncbi taxid: 153317]
  116. Leucopaxillus giganteus [ncbi taxid: 1167592]
  117. Ligusticum chuanxiong [ncbi taxid: 2689076]
  118. Ligusticum sinense [ncbi taxid: ]
  119. Lithospermum erythrorhizon [ncbi taxid: 34254]
  120. Lobelia chinensis [ncbi taxid: 368926]
  121. Lonicera japonica [ncbi taxid: 105884]
  122. Lycium barbarum [ncbi taxid: 112863]
  123. Lycium chinense [ncbi taxid: 112883]
  124. Lycopersicon esculentum [ncbi taxid: ]
  125. Lycopersicon esculentum Mill. [ncbi taxid: ]
  126. Maba buxifolia [ncbi taxid: ]
  127. Magnolia obovata [ncbi taxid: 349509]
  128. Magnolia officinalis [ncbi taxid: 85864]
  129. Maytenus loeseneri [ncbi taxid: ]
  130. Maytenus serrata [ncbi taxid: 1696185]
  131. Mentha aquatica [ncbi taxid: 190902]
  132. Mentha arvensis [ncbi taxid: 292239]
  133. Mentha canadensis [ncbi taxid: 294733]
  134. Micromeria pineolens [ncbi taxid: 306397]
  135. Monomorium floricola [ncbi taxid: 612295]
  136. Mosla chinensis [ncbi taxid: 516065]
  137. Murraya kwangsiensis [ncbi taxid: ]
  138. Nemalion vermiculare [ncbi taxid: 935621]
  139. Nidula candida [ncbi taxid: 1348642]
  140. Notopterygium forbesii [ncbi taxid: ]
  141. Odontites rubra [ncbi taxid: ]
  142. Oldenlandia diffusa [ncbi taxid: ]
  143. Olea europaea [ncbi taxid: 4146]
  144. Ongokea klaineana [ncbi taxid: ]
  145. Ophiocoma scolopendrina [ncbi taxid: 1365868]
  146. Ophioparma ventosa [ncbi taxid: 145978]
  147. Ophiorrhiza blumeana [ncbi taxid: ]
  148. Origanum vulgare [ncbi taxid: 39352]
  149. Panax ginseng [ncbi taxid: 4054]
  150. Panax notoginseng [ncbi taxid: 44586]
  151. Panax quinquefolius [ncbi taxid: 44588]
  152. Penicillium citreonigrum [ncbi taxid: 69768]
  153. Perilla frutescens [ncbi taxid: 48386]
  154. Petroselinum crispum [ncbi taxid: 4043]
  155. Peucedanum palustre [ncbi taxid: 1572681]
  156. Phalaenopsis aphrodite [ncbi taxid: 212056]
  157. Physalis solanaceus [ncbi taxid: ]
  158. Pinellia ternata [ncbi taxid: 199225]
  159. Platycladus orientalis [ncbi taxid: 58046]
  160. Plectranthus mollis [ncbi taxid: ]
  161. Podocarpus salignus [ncbi taxid: 120631]
  162. Prosopis ruscifolia [ncbi taxid: ]
  163. Prunus armeniaca [ncbi taxid: 36596]
  164. Prunus armeniaca L. (K604-19,K113-40,K33-81) [ncbi taxid: ]
  165. Prunus armeniaca l. var. ansu maxim. [ncbi taxid: ]
  166. Prunus persica [ncbi taxid: 3760]
  167. Prunus salcina Lindl. (Blackamber,Friar) [ncbi taxid: ]
  168. Psychotria bahiensis [ncbi taxid: 96277]
  169. Punica granatum [ncbi taxid: 22663]
  170. Putterlickia verrucosa [ncbi taxid: 123460]
  171. Quercus sessiliflora [ncbi taxid: ]
  172. Radix chuanxiong [ncbi taxid: ]
  173. Rhizoma chuanxiong [ncbi taxid: ]
  174. Rhodiola rosea L. [ncbi taxid: ]
  175. Rhodomicrobium vannielii [ncbi taxid: 1069]
  176. Rusavskia elegans [ncbi taxid: 88742]
  177. Salacia madagascariensis [ncbi taxid: 670374]
  178. Saussurea carthamoides [ncbi taxid: ]
  179. Saussurea lappa [ncbi taxid: ]
  180. Schisandra chinensis [ncbi taxid: 50507]
  181. Schistostephium rotundifolium [ncbi taxid: ]
  182. Scutellaria barbata [ncbi taxid: 396367]
  183. Senecio scandens [ncbi taxid: 189247]
  184. Senna alexandrina [ncbi taxid: 72402]
  185. Sideritis syriaca [ncbi taxid: 155265]
  186. Sinapis alba [ncbi taxid: 3728]
  187. Siphocampylus verticillatus [ncbi taxid: ]
  188. Solanum acaule [ncbi taxid: 103871]
  189. Spodoptera eridania [ncbi taxid: 37547]
  190. Sraitia grosvenorii [ncbi taxid: ]
  191. Streptomyces albidoflavus DST71 [ncbi taxid: ]
  192. Streptomyces fervens [ncbi taxid: ]
  193. Streptomyces griseovariabilis [ncbi taxid: 284636]
  194. Streptomyces lavendulae [ncbi taxid: 1914]
  195. Swertia delavayi [ncbi taxid: 166617]
  196. Talaromyces coalescens [ncbi taxid: 1131645]
  197. Thea sinensis [ncbi taxid: ]
  198. Trifolium subterraneum [ncbi taxid: 3900]
  199. Usnea florida [ncbi taxid: 111620]
  200. Vaccinium vitis-idaea [ncbi taxid: 180772]
  201. Vallota purpurea [ncbi taxid: ]
  202. Vepris pilosa [ncbi taxid: ]
  203. Veratrum stenophyllum [ncbi taxid: 203102]
  204. Vernonia condensata [ncbi taxid: ]
  205. Viburnum chingii [ncbi taxid: 1127642]
  206. Vismia jefensis [ncbi taxid: ]
  207. Zanthoxylum bungeanum [ncbi taxid: 328401]
  208. Zanthoxylum chiriquinum [ncbi taxid: ]
  209. Zanthoxylum piperitum [ncbi taxid: 354529]
  210. Zanthoxylum schinifolium [ncbi taxid: 354530]
  211. Zea mays [ncbi taxid: 4577]
  212. Zingiber officinale [ncbi taxid: 94328]

Pathway Synthetic

pathway id name
Reactome:R-SCE-196108 Pregnenolone biosynthesis
Reactome:R-BTA-1430728 Metabolism
Reactome:R-BTA-556833 Metabolism of lipids
Reactome:R-BTA-211945 Phase I - Functionalization of compounds
Reactome:R-CFA-1430728 Metabolism
Reactome:R-CFA-556833 Metabolism of lipids
Reactome:R-CFA-211976 Endogenous sterols
Reactome:R-DRE-196071 Metabolism of steroid hormones
Reactome:R-DRE-211897 Cytochrome P450 - arranged by substrate type
Reactome:R-GGA-211976 Endogenous sterols
Reactome:R-HSA-211859 Biological oxidations
Reactome:R-MMU-1430728 Metabolism
Reactome:R-MMU-556833 Metabolism of lipids
Reactome:R-MMU-8957322 Metabolism of steroids
Reactome:R-MMU-196108 Pregnenolone biosynthesis
Reactome:R-MMU-211859 Biological oxidations
Reactome:R-RNO-196071 Metabolism of steroid hormones
Reactome:R-RNO-211945 Phase I - Functionalization of compounds
Reactome:R-SCE-8957322 Metabolism of steroids
Reactome:R-SPO-1430728 Metabolism
View All Pathways