3-Methylbutanol (BioCAD00000003672)

feces saliva

Metabolite Card

Formula: C5H12O (88.0888)
SMILES: CC(C)CCO

Synonyms [en]

3-Methylbutan-1-ol; 3-Methylbutanol; isoamyl alcohol; isopentyl alcohol; isopentanol; 3-methyl-1-butanol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3-Methylbutanol. 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: BioCAD00000003672). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Isopentanol, also known as isoamyl alcohol or 3-methylbutanol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Thus, isopentanol is considered to be a fatty alcohol lipid molecule. Isopentanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Isopentanol exists in all eukaryotes, ranging from yeast to humans. Isopentanol is an alcoholic, banana, and burnt tasting compound. Isopentanol is found, on average, in the highest concentration within milk (cow). Isopentanol has also been detected, but not quantified, in several different foods, such as chinese cinnamons, grapefruits, walnuts, wild leeks, and spearmints. This could make isopentanol a potential biomarker for the consumption of these foods. Isopentanol is one of several isomers of amyl alcohol. Isopentanol is the major higher chain alcohol in alcoholic beverages and is present in cider, mead, beer, wine, and spirits to varying degrees, being obtained by the fermentation of starches. Isopentanol, with regard to humans, has been found to be associated with the diseases such as ulcerative colitis; isopentanol has also been linked to the inborn metabolic disorder celiac disease. Isopentanol is a metabolite found in Escherichia (PMID:18676713).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 123-51-3
  • CAS Registry Number: 50858-14-5
  • CAS Registry Number: 6423-06-9
  • CAS Registry Number: 8013-75-0
  • PubChem: 31260
  • ChEBI: ChEBI:15837
  • HMDB: HMDB0006007
  • LipidMaps: LMFA05000108
  • KEGG: C07328
  • BioCyc: CPD-7032
  • NCBI MeSH: isopentyl alcohol
  • Wikipedia: Isoamyl alcohol
  • Wikipedia: Isoamyl_alcohol
  • DrugBank: DB02296
  • RefMet: RM0153356
  • MoNA: FiehnLibVolatile0188
  • MoNA: HMDB0006007_c_ms_99919
  • MoNA: HMDB0006007_c_ms_99920
  • MoNA: HMDB0006007_c_ms_99921
  • MoNA: HMDB0006007_c_ms_99922
  • MoNA: JP000277
  • MoNA: JP001813
  • MoNA: JP005672
  • MoNA: JP006844
  • Metlin: METLIN_46062
  • Coconut NaturalProduct: CNP0115711.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05685 1.1.1.265 3-methylbutanol:NAD(P) oxidoreductase
KEGG:R05686 1.1.1.265 3-methylbutanol:NADP oxidoreductase
KEGG:R12516 3.1.1.112 3-methylbutyl acetate acetohydrolase
Rhea:RHEA:18526 1.1.1.265 3-methylbutanol + NADP+ => 3-methylbutanal + NADPH + H+
Rhea:RHEA:18527 1.1.1.265 3-methylbutanal + NADPH + H+ => 3-methylbutanol + NADP+
Rhea:RHEA:18528 1.1.1.265 3-methylbutanol + NADP+ <=> 3-methylbutanal + NADPH + H+
Rhea:RHEA:18530 1.1.1.265 3-methylbutanol + NAD+ => 3-methylbutanal + NADH + H+
Rhea:RHEA:18531 1.1.1.265 3-methylbutanal + NADH + H+ => 3-methylbutanol + NAD+
Rhea:RHEA:18532 1.1.1.265 3-methylbutanol + NAD+ <=> 3-methylbutanal + NADH + H+
Rhea:RHEA:60437 3.1.1.112 3-methylbutyl acetate + H2O => 3-methylbutanol + acetate + H+
Rhea:RHEA:60438 3.1.1.112 3-methylbutanol + acetate + H+ => 3-methylbutyl acetate + H2O
Rhea:RHEA:60439 3.1.1.112 3-methylbutyl acetate + H2O <=> 3-methylbutanol + acetate + H+
Rhea:RHEA:65237 3-methylbutanol + acetyl-CoA => 3-methylbutyl acetate + CoA
Rhea:RHEA:65238 3-methylbutyl acetate + CoA => 3-methylbutanol + acetyl-CoA
Rhea:RHEA:65239 3-methylbutanol + acetyl-CoA <=> 3-methylbutyl acetate + CoA
BioCyc:RXN-7693 1.1.1.1 CPD-7032 + NAD<=>PROTON + CPD-7031 + NADH
BioCyc:RXN-19385 3.1.1.112 CPD-19626 + WATER --> CPD-7032 + ACET + PROTON
BioCyc:RXN-19384 2.3.1.- ACETYL-COA + CPD-7032 --> CPD-19626 + CO-A
BioCyc:1.1.1.265-RXN 1.1.1.265 CPD-7031 + NADH-P-OR-NOP + PROTON --> CPD-7032 + NAD-P-OR-NOP
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Organism Source

Taxonomy Source

  1. Alangium premnifolium [ncbi taxid: 2918396]
  2. Alkanna cappadocica [ncbi taxid: 2650392]
  3. Aloe africana [ncbi taxid: 1080010]
  4. Aloe ferox [ncbi taxid: 117798]
  5. Aloe spicata [ncbi taxid: 992642]
  6. Aloe vera [ncbi taxid: 34199]
  7. Amaranthus retroflexus [ncbi taxid: 124763]
  8. Angelica tarokoensis [ncbi taxid: 2831630]
  9. Artemisia dentata [ncbi taxid: ]
  10. Atalantia racemosa [ncbi taxid: 159026]
  11. Bistorta manshuriensis [ncbi taxid: 1548133]
  12. Bistorta officinalis [ncbi taxid: 125587]
  13. Bombax ceiba [ncbi taxid: 45325]
  14. Bragantia wallichii [ncbi taxid: ]
  15. Bruguiera gymnorhiza [ncbi taxid: 39984]
  16. Buddleja cordata [ncbi taxid: 168492]
  17. Buphane fischeri [ncbi taxid: ]
  18. Capsella bursa-pastoris [ncbi taxid: 3719]
  19. Capsicum annuum [ncbi taxid: 4072]
  20. Cicuta virosa [ncbi taxid: 48109]
  21. Citrullus lanatus [ncbi taxid: 3654]
  22. Colobocentrotus atratus [ncbi taxid: 39290]
  23. Cornus officinalis [ncbi taxid: 16906]
  24. Crambe tatarica [ncbi taxid: 71346]
  25. Delphinium andersoni [ncbi taxid: ]
  26. Diospyros eriantha [ncbi taxid: 1009467]
  27. Diphasia angolensis [ncbi taxid: ]
  28. Elettaria cardamomum [ncbi taxid: 105181]
  29. Epimedium davidii [ncbi taxid: 253605]
  30. Erysimum odoratum [ncbi taxid: 1137569]
  31. Eucalyptus [ncbi taxid: 3932]
  32. Eucalyptus cinerea [ncbi taxid: 370640]
  33. Eupolyphaga sinensis [ncbi taxid: 367774]
  34. Eutypella scoparia [ncbi taxid: ]
  35. Fritillaria ningguoensis [ncbi taxid: ]
  36. Fructus syzygii [ncbi taxid: ]
  37. Frullania tamarisci [ncbi taxid: 95764]
  38. Galenia africana [ncbi taxid: ]
  39. Globba malaccensis [ncbi taxid: ]
  40. Gnidia lamprantha [ncbi taxid: ]
  41. Gossypium herbaceum [ncbi taxid: 34274]
  42. Heterotheca inuloides [ncbi taxid: 3015714]
  43. Hippophae rhamnoides [ncbi taxid: 193516]
  44. Hoffmannia strigillosa [ncbi taxid: ]
  45. Homo sapiens [ncbi taxid: 9606]
  46. Humulus lupulus [ncbi taxid: 3486]
  47. Ilex amara [ncbi taxid: 185490]
  48. Isodon japonicus [ncbi taxid: 425908]
  49. Juniperus rigida var. conferta [ncbi taxid: 13102]
  50. Knightia excelsa [ncbi taxid: 35944]
  51. Laurencia distichophylla [ncbi taxid: ]
  52. Lemaireocereus griseus [ncbi taxid: ]
  53. Leonurus glaucescens [ncbi taxid: 445399]
  54. Lepidium draba [ncbi taxid: 153317]
  55. Lycium barbarum [ncbi taxid: 112863]
  56. Lycium chinense [ncbi taxid: 112883]
  57. Maba buxifolia [ncbi taxid: ]
  58. Micromeria pineolens [ncbi taxid: 306397]
  59. Millettia erythrocalyx [ncbi taxid: 1679271]
  60. Mycobacterium leprae [ncbi taxid: 1769]
  61. Negombata magnifica [ncbi taxid: 344322]
  62. Nemalion vermiculare [ncbi taxid: 935621]
  63. Nidula candida [ncbi taxid: 1348642]
  64. Ononis vaginalis [ncbi taxid: 798051]
  65. Ophiocoma scolopendrina [ncbi taxid: 1365868]
  66. Penicillium citreonigrum [ncbi taxid: 69768]
  67. Phytolacca americana [ncbi taxid: 3527]
  68. Prorocentrum micans [ncbi taxid: 2945]
  69. Pteris semipinnata [ncbi taxid: 265705]
  70. Quercus sessiliflora [ncbi taxid: ]
  71. Rapanea lancifolia [ncbi taxid: ]
  72. Rosa rugosa [ncbi taxid: 74645]
  73. Saccharomyces cerevisiae [ncbi taxid: 4932]
  74. Salacia madagascariensis [ncbi taxid: 670374]
  75. Salvia hispanica [ncbi taxid: 49212]
  76. Saussurea carthamoides [ncbi taxid: ]
  77. Scorzonera pseudodivaricata [ncbi taxid: ]
  78. Solanum acaule [ncbi taxid: 103871]
  79. Spodoptera eridania [ncbi taxid: 37547]
  80. Streptomyces griseovariabilis [ncbi taxid: 284636]
  81. Streptomyces sp. A0916 [ncbi taxid: ]
  82. Swertia delavayi [ncbi taxid: 166617]
  83. Syncarpia hillii [ncbi taxid: 271921]
  84. Trichosanthes kirilowii [ncbi taxid: 3677]
  85. Vaccinium vitis-idaea [ncbi taxid: 180772]
  86. Vallota purpurea [ncbi taxid: ]
  87. Vinegar [ncbi taxid: ]
  88. Vismia jefensis [ncbi taxid: ]
  89. Vitis vinifera [ncbi taxid: 29760]
  90. Xenoacremonium recifei [ncbi taxid: 1036759]
  91. Zanthoxylum bungeanum [ncbi taxid: 328401]
  92. Zanthoxylum piperitum [ncbi taxid: 354529]
  93. Zanthoxylum schinifolium [ncbi taxid: 354530]
  94. Zingiber officinale [ncbi taxid: 94328]

Pathway Synthetic

pathway id name
BioCyc:YEAST_PWY3O-4112 leucine degradation
BioCyc:CALBI_PWY-5076 leucine degradation
BioCyc:META_PWY-6871 3-methylbutanol biosynthesis (engineered)
BioCyc:META_PWY-5076 L-leucine degradation III
BioCyc:YEAST_PWY-5076 leucine degradation III
BioCyc:CAULONA1000_PWY-5076 leucine degradation III
BioCyc:THAPS_PWY-5076 leucine degradation III
BioCyc:PCHR_PWY-5076 leucine degradation III
PathBank:SMP0002389 Leucine Degradation
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