Adenine (BioCAD00000005880)

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Metabolite Card

Formula: C5H5N5 (135.0545)
SMILES: NC1=C2NC=NC2=NC=N1

Synonyms [en]

adenine; 6-Aminopurine; Adenin; 7H-Purin-6-amine; 9H-Purin-6-yl-amin; Adeninimine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Adenine. 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: BioCAD00000005880). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Adenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. Purine inborn errors of metabolism (IEM) are serious hereditary disorders, which should be suspected in any case of neonatal fitting, failure to thrive, recurrent infections, neurological deficit, renal disease, self-mutilation and other manifestations. Investigation usually starts with uric acid (UA) determination in urine and plasma. (OMIM 300322, 229600, 603027, 232400, 232600, 232800, 201450, 220150, 232200, 162000, 164050, 278300). (PMID: 17052198, 17520339).

Cytoplasm Extracellular Nucleus Lysosome
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1123-54-2
  • CAS Registry Number: 134434-48-3
  • CAS Registry Number: 134434-49-4
  • CAS Registry Number: 134454-76-5
  • CAS Registry Number: 134461-75-9
  • CAS Registry Number: 2922-28-3 (ANHYDROUS)
  • CAS Registry Number: 337915-46-5
  • CAS Registry Number: 520-75-2
  • CAS Registry Number: 6055-72-7
  • CAS Registry Number: 66224-66-6
  • CAS Registry Number: 71660-29-2
  • CAS Registry Number: 71660-30-5
  • CAS Registry Number: 73-24-5
  • PubChem: 190
  • PubChem: 3447
  • ChEBI: ChEBI:16708
  • HMDB: HMDB0000034
  • HMDB: HMDB00034
  • KEGG: C00147
  • KEGG: D00034
  • BioCyc: ADENINE
  • BioCyc: ADENINE-RING
  • NCBI MeSH: Adenine
  • Wikipedia: Adenine
  • DrugBank: DB00173
  • RefMet: RM0049281
  • MoNA: BAF_UVA_POS000485
  • MoNA: BAF_UVA_POS000486
  • MoNA: BAF_UVA_POS000487
  • MoNA: CCMSLIB00000479573
  • MoNA: CCMSLIB00000479574
  • MoNA: CCMSLIB00000577894
  • MoNA: CCMSLIB00000577999
  • MoNA: CCMSLIB00000578115
  • MoNA: CCMSLIB00000578243
  • MoNA: CCMSLIB00005463953
  • MoNA: CCMSLIB00005463954
  • MoNA: CCMSLIB00005463955
  • MoNA: CCMSLIB00005463988
  • MoNA: CCMSLIB00005464062
  • MoNA: CCMSLIB00005464063
  • MoNA: CCMSLIB00005464064
  • MoNA: CCMSLIB00005464065
  • MoNA: CCMSLIB00005720331
  • MoNA: EMBL-MCF_spec123088
  • MoNA: EMBL-MCF_spec17478
  • MoNA: EMBL-MCF_spec17539
  • MoNA: EMBL-MCF_spec52148
  • MoNA: EMBL-MCF_spec93399
  • MoNA: EMBL_MCF_2_0_HRMS_Library000087
  • MoNA: EMBL_MCF_2_0_HRMS_Library000332
  • MoNA: FiehnHILIC000156
  • MoNA: FiehnHILIC001044
  • MoNA: FiehnHILIC001735
  • MoNA: FiehnHILIC002570
  • MoNA: FiehnLib000575
  • MoNA: HMDB0000034_c_ms_1580
  • MoNA: HMDB0000034_c_ms_1634
  • MoNA: HMDB0000034_c_ms_1639
  • MoNA: HMDB0000034_ms_ms_57
  • MoNA: HMDB0000034_ms_ms_58
  • MoNA: HMDB0000034_ms_ms_59
  • MoNA: KNA00157
  • MoNA: KNA00443
  • MoNA: KNA00444
  • MoNA: KNA00445
  • MoNA: KNA00567
  • MoNA: KZ000012
  • MoNA: MoNA002196
  • MoNA: MoNA002197
  • MoNA: MoNA002198
  • MoNA: MoNA010453
  • MoNA: MoNA010454
  • MoNA: MoNA010455
  • MoNA: MoNA010456
  • MoNA: MoNA010457
  • MoNA: MoNA010458
  • MoNA: MoNA010886
  • MoNA: MoNA010887
  • MoNA: MoNA010888
  • MoNA: MoNA010889
  • MoNA: MoNA016655
  • MoNA: MoNA024129
  • MoNA: MoNA032177
  • MoNA: MoNA032178
  • MoNA: MoNA032179
  • MoNA: MoNA034126
  • MoNA: MoNA034128
  • MoNA: MoNA034130
  • MoNA: MoNA036103
  • MoNA: MoNA036104
  • MoNA: MoNA036107
  • MoNA: MoNA037192
  • MoNA: MoNA037902
  • MoNA: MoNA038580
  • MoNA: NA002623
  • MoNA: NA002624
  • MoNA: NA002625
  • MoNA: NA002626
  • MoNA: NA002627
  • MoNA: NA003006
  • MoNA: NA003007
  • MoNA: NA003008
  • MoNA: NA003009
  • MoNA: NA003010
  • MoNA: NA003374
  • MoNA: NA003375
  • MoNA: NA003376
  • MoNA: NA003377
  • MoNA: NA003378
  • MoNA: NA003747
  • MoNA: NA003748
  • MoNA: NA003749
  • MoNA: NA003750
  • MoNA: NA003751
  • MoNA: OUF00096
  • MoNA: PR010097
  • MoNA: PR100018
  • MoNA: PR100020
  • MoNA: PR100491
  • MoNA: PR100492
  • MoNA: PS003901
  • MoNA: PS003902
  • MoNA: PS003903
  • MoNA: PS003904
  • MoNA: PS003907
  • MoNA: PS003908
  • MoNA: PT100390
  • MoNA: PT100393
  • MoNA: PT200390
  • MoNA: PT200393
  • MoNA: VF-NPL-QEHF028066
  • MoNA: VF-NPL-QEHF028067
  • MoNA: VF-NPL-QEHF028068
  • MoNA: VF-NPL-QEHF028069
  • MoNA: VF-NPL-QEHF028070
  • MoNA: VF-NPL-QEHF028071
  • MoNA: VF-NPL-QEHF028072
  • MoNA: VF-NPL-QEHF028073
  • MoNA: VF-NPL-QEHF028074
  • MoNA: VF-NPL-QEHF028075
  • MoNA: VF-NPL-QEHF028076
  • MoNA: VF-NPL-QEHF028077
  • MoNA: VF-NPL-QEHF028078
  • MoNA: VF-NPL-QEHF028079
  • MoNA: VF-NPL-QEHF028080
  • MoNA: VF-NPL-QTOF006501
  • MoNA: VF-NPL-QTOF006502
  • MoNA: VF-NPL-QTOF006503
  • MoNA: VF-NPL-QTOF006504
  • MoNA: VF-NPL-QTOF006505
  • MoNA: VF-NPL-QTOF006506
  • Metlin: METLIN_85
  • Coconut NaturalProduct: CNP0128332.0
  • Coconut NaturalProduct: CNP0479821.0
  • Coconut NaturalProduct: CNP0541928.0
  • Coconut NaturalProduct: CNP0574588.0
  • Coconut NaturalProduct: CNP0599488.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00182 3.2.2.4 AMP phosphoribohydrolase
KEGG:R00190 2.4.2.7 AMP:diphosphate phospho-D-ribosyltransferase
KEGG:R00194 3.2.2.9 S-adenosyl-L-homocysteine homocysteinylribohydrolase
KEGG:R01244 3.5.4.2 adenine aminohydrolase
KEGG:R01245 3.2.2.1 adenosine ribohydrolase
KEGG:R01401 3.2.2.9 methylthioadenosine methylthioribohydrolase
KEGG:R01402 2.4.2.28 S-methyl-5'-thioadenosine:phosphate S-methyl-5-thio-alpha-D-ribosyl-transferase
KEGG:R01561 2.4.2.1 adenosine:phosphate alpha-D-ribosyltransferase
KEGG:R02557 2.4.2.1 deoxyadenosine:orthophosphate ribosyltransferase
KEGG:R05708 1.5.99.12 N6-dimethylallyladenine:(acceptor) oxidoreductase
KEGG:R09675 2.4.2.52 ATP:3'-dephospho-CoA 5-triphospho-alpha-D-ribosyltransferase
KEGG:R10185 2.7.8.37 ATP:methylphosphonate 5-triphosphoribosyltransferase
KEGG:R10220 2.4.99.17 S-adenosyl-L-methionine:7-aminomethyl-7-deazaguanosine ribosyltransferase (ribosyl isomerizing; L-methionine, adenine releasing)
KEGG:R10668 3.2.2.30 6-amino-6-deoxyfutalosine ribohydrolase
KEGG:R10836 2.4.2.57 AMP:phosphate (5-phospho-alpha-D-ribosyl)transferase
KEGG:R11113 C21117 + C00001<=>C21118 + C00147
KEGG:R12621 3.2.2.9 5'-deoxyadenosine ribohydrolase
KEGG:R12987 1.17.1.4 adenine:NAD+ oxidoreductase
KEGG:R12989 1.17.3.2 adenine:oxygen oxidoreductase
BioCyc:ADENOSYLHOMOCYSTEINE-NUCLEOSIDASE-RXN 3.2.2.9 ADENOSYL-HOMO-CYS + WATER --> CPD-564 + ADENINE
View More
Organism Source

Taxonomy Source

  1. Citrullus lanatus [ncbi taxid: 3654]
  2. Disporopsis aspera [ncbi taxid: ]
  3. Juglans regia [ncbi taxid: 51240]
  4. Streptomyces piomogenus [ncbi taxid: 285508]
  5. Streptomyces sp. G248 [ncbi taxid: ]
  6. Abies alba [ncbi taxid: 45372]
  7. Acacia lasiopetala [ncbi taxid: ]
  8. Adonis aleppica [ncbi taxid: ]
  9. Allium stipitatum [ncbi taxid: 70767]
  10. Allium tuberosum [ncbi taxid: 4683]
  11. Alstonia pittieri [ncbi taxid: ]
  12. Angelica sinensis [ncbi taxid: 165353]
  13. Angiopteris evecta [ncbi taxid: 13825]
  14. Angylocalyx braunii [ncbi taxid: 53827]
  15. Archidendron lucidum [ncbi taxid: 1009333]
  16. Aria rostellata [ncbi taxid: ]
  17. Arisaema amurense [ncbi taxid: 227494]
  18. Arisaema erubescens [ncbi taxid: 228806]
  19. Arisaema heterophyllum [ncbi taxid: 227498]
  20. Artemisia argentea [ncbi taxid: 669119]
  21. Asphodeline damascena [ncbi taxid: 1133552]
  22. Astragalus sinicus [ncbi taxid: 47065]
  23. Bombus pascuorum [ncbi taxid: 65598]
  24. Brachychiton populneum [ncbi taxid: ]
  25. Brodiaea californica [ncbi taxid: 244021]
  26. Bupleurum chinense [ncbi taxid: 52451]
  27. Bupleurum falcatum [ncbi taxid: 46367]
  28. Bupleurum scorzonerifolium [ncbi taxid: 48105]
  29. Carthamus tinctorius [ncbi taxid: 4222]
  30. Chaetomella raphigera [ncbi taxid: 241714]
  31. Chavica betle [ncbi taxid: ]
  32. Chrysanthemum morifolium [ncbi taxid: ]
  33. Chrysanthemum x morifolium [ncbi taxid: 41568]
  34. Chrysocoma peduncularis [ncbi taxid: ]
  35. Chrysotila lamellosa [ncbi taxid: ]
  36. Clostridium butyricum [ncbi taxid: 1492]
  37. Coprinus atramentarius [ncbi taxid: ]
  38. Cordyceps sinensis [ncbi taxid: ]
  39. Crotalaria lachnosema [ncbi taxid: 1977552]
  40. Cucumis myriocarpus [ncbi taxid: 39474]
  41. Cucurbita moschata [ncbi taxid: 3662]
  42. Cyathula tomentosa [ncbi taxid: 2152781]
  43. Cyberlindnera jadinii [ncbi taxid: 4903]
  44. Cycas revoluta [ncbi taxid: 3396]
  45. Daphnia magna [ncbi taxid: 35525]
  46. Dendroctonus frontalis [ncbi taxid: 77161]
  47. Dregea volubilis [ncbi taxid: ]
  48. Escherichia coli [ncbi taxid: 562]
  49. Eucalyptus kitsoniana [ncbi taxid: 452822]
  50. Euphorbia antiquorum [ncbi taxid: 334664]
  51. Euphorbia sieboldiana [ncbi taxid: 526202]
  52. Euphrasia rubra [ncbi taxid: ]
  53. Euryale ferox [ncbi taxid: 4414]
  54. Exochorda giraldii [ncbi taxid: 32225]
  55. Fritillaria cirrhosa [ncbi taxid: 108544]
  56. Fritillaria delavayi [ncbi taxid: 152088]
  57. Fritillaria prezewalskii [ncbi taxid: ]
  58. Fritillaria przewalskii [ncbi taxid: 152092]
  59. Fritillaria taipaiensis [ncbi taxid: 152093]
  60. Fritillaria unibracteata [ncbi taxid: 152095]
  61. Fritillaria verticillata [ncbi taxid: 1352234]
  62. Ganoderma lucidum [ncbi taxid: 5315]
  63. Ganoderma sinense [ncbi taxid: 36075]
  64. Gastrodia elata [ncbi taxid: 91201]
  65. Ginkgo biloba [ncbi taxid: 3311]
  66. Glycine max [ncbi taxid: 3847]
  67. Gymnopus androsaceus [ncbi taxid: 1447940]
  68. Hazunta membranacea [ncbi taxid: ]
  69. Himantoglossum hircinum [ncbi taxid: 59326]
  70. Homo sapiens [ncbi taxid: 9606]
  71. Hordeum vulgare var. distichon [ncbi taxid: 1288821]
  72. Juglans regia [ncbi taxid: 51240]
  73. Kopsia longiflora [ncbi taxid: ]
  74. Laurencia pacifica [ncbi taxid: 290688]
  75. Lentinus edodes [ncbi taxid: ]
  76. Lepidophorum repandum [ncbi taxid: 133251]
  77. Lethasterias fusca [ncbi taxid: 3076157]
  78. Lindera sericea [ncbi taxid: 2654223]
  79. Melanothamnus afaqhusainii [ncbi taxid: 2202459]
  80. Methanosarcina barkeri [ncbi taxid: 2208]
  81. Morus alba [ncbi taxid: 3498]
  82. Mus musculus [ncbi taxid: 10090]
  83. Myristica malabarica [ncbi taxid: 741156]
  84. Narthecium asiaticum [ncbi taxid: 119984]
  85. Nelumbo nucifera [ncbi taxid: 4432]
  86. Notholaena lemmonii [ncbi taxid: 500427]
  87. Ophiocordyceps sinensis [ncbi taxid: 72228]
  88. Panax ginseng [ncbi taxid: 4054]
  89. Panzerina lanata [ncbi taxid: 694377]
  90. Passiflora edulis [ncbi taxid: 78168]
  91. Passiflora foetida [ncbi taxid: 159421]
  92. Penicillium chrysogenum [ncbi taxid: 5076]
  93. Penicillium meleagrinum [ncbi taxid: 439013]
  94. Phebalium ambiens [ncbi taxid: ]
  95. Pinellia pedatisecta [ncbi taxid: 199222]
  96. Pinellia ternata [ncbi taxid: 199225]
  97. Plagiomnium cuspidatum [ncbi taxid: 65535]
  98. Plantago asiatica [ncbi taxid: 197796]
  99. Plantago depressa [ncbi taxid: 411227]
  100. Plectranthus lanuginosus [ncbi taxid: ]
  101. Populus yunnanensis [ncbi taxid: 242124]
  102. Poria cocos [ncbi taxid: ]
  103. Portulaca oleracea [ncbi taxid: 46147]
  104. Pseudocyphellaria rubella [ncbi taxid: 3397984]
  105. Rehmannia glutinosa [ncbi taxid: 99300]
  106. Rhodanthe maryonii [ncbi taxid: 125763]
  107. Rhododendron campylocarpum [ncbi taxid: 479662]
  108. Saccharomyces cerevisiae [ncbi taxid: 4932]
  109. Scabiosa comosa [ncbi taxid: 1161150]
  110. Scapania aequiloba [ncbi taxid: 464313]
  111. Sinomenium acutum [ncbi taxid: 152363]
  112. Solanum melongena [ncbi taxid: 4111]
  113. Solanum pseudopersicum [ncbi taxid: ]
  114. Spartium junceum [ncbi taxid: 49843]
  115. Spergula japonica [ncbi taxid: ]
  116. Stachyurus himalaicus [ncbi taxid: 167472]
  117. Stephania aculeata [ncbi taxid: ]
  118. Stephania tetrandra [ncbi taxid: 425106]
  119. Streptomyces erythrochromogenes [ncbi taxid: 285574]
  120. Streptomyces noursei [ncbi taxid: 1971]
  121. Streptomyces sp. [ncbi taxid: 1931]
  122. Streptomyces tsukubensis [ncbi taxid: 83656]
  123. Streptomyces vinaceusdrappus [ncbi taxid: 67376]
  124. Tapinella panuoides [ncbi taxid: 80604]
  125. Tinospora capillipes [ncbi taxid: 150903]
  126. Tinospora sagittata [ncbi taxid: ]
  127. Toddalia aculeata [ncbi taxid: ]
  128. Tripterygium regelii [ncbi taxid: 123485]
  129. Tsuga diversifolia [ncbi taxid: 85622]
  130. Tussilago farfara [ncbi taxid: 118778]
  131. Typha angustata [ncbi taxid: 453243]
  132. Typha angustifolia [ncbi taxid: 59011]
  133. Typha orientalis [ncbi taxid: 644748]
  134. Vernonanthura pinguis [ncbi taxid: 2070501]
  135. Veronica persica [ncbi taxid: 138560]
  136. Vigna umbellata [ncbi taxid: 87088]
  137. Vismia orientalis [ncbi taxid: 1390553]
  138. Wedelia scaberrima [ncbi taxid: ]
  139. Zingiber officinale [ncbi taxid: 94328]
  140. Ziziphus jujuba [ncbi taxid: 326968]
  141. Mycoplasma genitalium [ncbi taxid: ]
  142. Annona purpurea [ncbi taxid: 1123437]
  143. Camellia irrawadiensisia [ncbi taxid: ]
  144. Camellia kissi [ncbi taxid: ]
  145. Camellia ptilophylla [ncbi taxid: 319931]
  146. Camellia sinensis [ncbi taxid: 4442]
  147. Camellia taliensis [ncbi taxid: 182317]
  148. Camellia toliensis [ncbi taxid: ]
  149. Cammellia assamica var.kucha [ncbi taxid: ]
  150. Carthamus tinctorius [ncbi taxid: 4222]
  151. Cicer arietinum [ncbi taxid: 3827]
  152. Citrus maxima [ncbi taxid: 37334]
  153. Coffea arabica [ncbi taxid: 13443]
  154. Coffea canephora [ncbi taxid: 49390]
  155. Coffea dewevrei [ncbi taxid: ]
  156. Coffea eugeniodes [ncbi taxid: ]
  157. Coffea kianjavatensis [ncbi taxid: 339904]
  158. Coffea liberica [ncbi taxid: 49373]
  159. Coffea racemosa [ncbi taxid: 49377]
  160. Coffea salvatrix [ncbi taxid: 49380]
  161. Cola sp. [ncbi taxid: ]
  162. Disporopsis aspera [ncbi taxid: ]
  163. FOOD SAKE [ncbi taxid: ]
  164. Fritillaria cirrhosa [ncbi taxid: 108544]
  165. Herreania sp. [ncbi taxid: ]
  166. Ilex paraguariensis [ncbi taxid: 185542]
  167. Oxytropis glabra [ncbi taxid: 483874]
  168. Paullinia cupana [ncbi taxid: 392747]
  169. Pleurocybella porrigens [ncbi taxid: 71910]
  170. Theobroma cacao [ncbi taxid: 3641]
  171. Theobroma grandiflorum [ncbi taxid: 108881]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7371 1,4-dihydroxy-6-naphthoate biosynthesis II
BioCyc:META_PWY-6154 autoinducer AI-2 biosynthesis II (Vibrio)
BioCyc:META_PWY0-1391 S-methyl-5'-thioadenosine degradation IV
BioCyc:META_PWY-6756 S-methyl-5'-thioadenosine degradation II
BioCyc:META_PWY-6617 adenosine nucleotides degradation III
BioCyc:META_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:META_P2-PWY citrate lyase activation
BioCyc:META_PWY66-409 superpathway of purine nucleotide salvage
BioCyc:META_PWY-6609 adenine and adenosine salvage III
BioCyc:META_PWY-7527 L-methionine salvage cycle III
BioCyc:META_P121-PWY adenine and adenosine salvage I
BioCyc:META_PWY-6605 adenine and adenosine salvage II
BioCyc:META_PWY-7992 superpathway of menaquinol-8 biosynthesis III
BioCyc:META_PWY-7399 methylphosphonate degradation II
BioCyc:META_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:ECO_PWY-7179 purine deoxyribonucleosides degradation I
BioCyc:ECO_PWY-6153 autoinducer AI-2 biosynthesis I
BioCyc:ECO_PWY-6617 adenosine nucleotides degradation III
BioCyc:TRYPANO_P1-PWY purine and pyrimidine metabolism
BioCyc:VCHO_PWY-6700 queuosine biosynthesis
View All Pathways