Hydroquinone (BioCAD00000012233)

blood urine bone marrow epidermis fibroblasts kidney liver plant natural products microbial natural products

Metabolite Card

Formula: C6H6O2 (110.0368)
SMILES: OC1=CC=C(O)C=C1

Synonyms [en]

hydroquinone; Benzene-1,4-diol; p-benzenediol; 1,4-benzenediol; Quinol; 1,4-dihydroxybenzene

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Hydroquinone. 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: BioCAD00000012233). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Hydroquinone, also known as benzene-1,4-diol, is an aromatic organic compound which is a type of phenol, having the chemical formula C6H4(OH)2. Its chemical structure has two hydroxyl groups bonded to a benzene ring in a para position. Hydroquinone is commonly used as a biomarker for benzene exposure. The presence of hydroquinone in normal individuals stems mainly from direct dietary ingestion, catabolism of tyrosine and other substrates by gut bacteria, ingestion of arbutin-containing foods, cigarette smoking, and the use of some over-the-counter medicines. Hydroquinone is a white granular solid at room temperature and pressure. The hydroxyl groups of hydroquinone are quite weakly acidic. Hydroquinone can lose an H+ from one of the hydroxyls to form a monophenolate ion or lose an H+ from both to form a diphenolate ion. Hydroquinone has a variety of uses principally associated with its action as a reducing agent which is soluble in water. It is a major component of most photographic developers where, with the compound Metol, it reduces silver halides to elemental silver.

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 123-31-9
  • CAS Registry Number: 3225-30-7
  • PubChem: 785
  • ChEBI: ChEBI:17594
  • HMDB: HMDB0002434
  • HMDB: HMDB02434
  • KEGG: C00530
  • KEGG: C15603
  • BioCyc: HYDROQUINONE
  • NCBI MeSH: hydroquinone
  • Wikipedia: Hydroquinone
  • DrugBank: DB09526
  • RefMet: RM0162616
  • MoNA: BAF_UVA_POS000420
  • MoNA: CCMSLIB00000578078
  • MoNA: CCMSLIB00000578341
  • MoNA: FiehnLib000227
  • MoNA: HMDB0002434_c_ms_1095
  • MoNA: HMDB0002434_ms_ms_2107
  • MoNA: HMDB0002434_ms_ms_2108
  • MoNA: HMDB0002434_ms_ms_2109
  • MoNA: JP003648
  • MoNA: JP011774
  • MoNA: MoNA033515
  • MoNA: MoNA033517
  • MoNA: MoNA033519
  • MoNA: MoNA034504
  • MoNA: MoNA034506
  • MoNA: MoNA034507
  • MoNA: MoNA035640
  • MoNA: MoNA035642
  • MoNA: MoNA035646
  • MoNA: MoNA037661
  • MoNA: MoNA038038
  • MoNA: MoNA038403
  • MoNA: VF-NPL-QEHF000616
  • MoNA: VF-NPL-QEHF000617
  • MoNA: VF-NPL-QEHF000618
  • MoNA: VF-NPL-QEHF000619
  • MoNA: VF-NPL-QEHF000620
  • MoNA: VF-NPL-QEHF000621
  • Metlin: METLIN_505
  • Coconut NaturalProduct: CNP0246516.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01297 1.14.13.64 4-hydroxybenzoate,NADH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
KEGG:R01299 1.14.13.64 4-hydroxybenzoate,NADPH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
KEGG:R02363 1.14.18.1 hydroquinone:oxygen oxidoreductase
KEGG:R02489 4.1.1.62 gentisate carboxy-lyase
KEGG:R05133 3.2.1.86 arbutin 6-phosphate glucohydrolase
KEGG:R05244 1.6.5.6 NADPH:p-benzoquinone oxidoreductase
KEGG:R05246 1.13.11.66 C00530 + C00007<=>C06603
KEGG:R05267 2.5.1.- C01327 + C00530 + C00127<=>C06601 + 2 C00051
KEGG:R05482 C00530 + C00088 + 7 C00080 + 6 C05359<=>C02372 + 3 C00001
KEGG:R05769 2.4.1.218 UDP-glucose:hydroquinone-O-b-D-glucosyltransferase
KEGG:R06851 1.14.13.- C00530 + C00005 + C00080 + C00007<=>C02814 + C00006 + C00001
KEGG:R06893 3.1.1.2 aryl-ester hydrolase
KEGG:R09105 3.1.1.- C18216 + C00001<=>C00156 + C00530
KEGG:R11659 1.8.5.7 2-(glutathione-S-yl)-hydroquinone:glutathione oxidoreductase
KEGG:R13227 1.8.5.10 hydrogen sulfide:[DsrC protein]-dithiol oxidoreductase (trisulfide-forming)
KEGG:R13388 1.97.1.14 quinone:selenite oxidoreductase
BioCyc:RXN0-5295 3.2.1.- CPD-1162 + WATER --> GLC-6-P + HYDROQUINONE
BioCyc:RXN-19775 1.11.1.- HYDROQUINONE + HYDROGEN-PEROXIDE<=>P-BENZOQUINONE + 2 WATER
BioCyc:TRANS-RXN0-529 HYDROQUINONE --> HYDROQUINONE
Rhea:RHEA:11277 1.10.3.2 4 hydroquinone + O2 => 4 benzosemiquinone + 2 H2O
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Organism Source

Taxonomy Source

  1. Acanthopanax ricinifolius [ncbi taxid: ]
  2. Agaricus xanthodermus [ncbi taxid: 83518]
  3. Agathosma serpyllacea [ncbi taxid: 2486850]
  4. Ailanthus excelsa [ncbi taxid: ]
  5. Alangium premnifolium [ncbi taxid: 2918396]
  6. Albizia Julibrissin [ncbi taxid: 3813]
  7. Anacardium occidentale [ncbi taxid: 171929]
  8. Anchusa officinalis [ncbi taxid: 89630]
  9. Angelica tarokoensis [ncbi taxid: 2831630]
  10. Arbutus unedo [ncbi taxid: 84005]
  11. Arctostaphylos uve-ursi (L.) Spreng. [ncbi taxid: ]
  12. Arisaema decipiens [ncbi taxid: 1537852]
  13. Axinella vaceleti [ncbi taxid: 798308]
  14. Bombax ceiba [ncbi taxid: 45325]
  15. Botryllus tuberatus [ncbi taxid: 2928766]
  16. Bragantia wallichii [ncbi taxid: ]
  17. Calocera viscosa [ncbi taxid: 63146]
  18. Caryopteris mongholica [ncbi taxid: 201515]
  19. Centaurea phyllocephala [ncbi taxid: ]
  20. Chaenomeles speciosa [ncbi taxid: 106546]
  21. Chrysanthemum makinoi [ncbi taxid: 1478180]
  22. Citrus sinensis [ncbi taxid: 2711]
  23. Cleistanthus schlechteri [ncbi taxid: 1239731]
  24. Colobocentrotus atratus [ncbi taxid: 39290]
  25. Coptotermes formosanus [ncbi taxid: 36987]
  26. Cornus mas [ncbi taxid: 4285]
  27. Cremastra appendiculata [ncbi taxid: 459596]
  28. Crocus sativus [ncbi taxid: 82528]
  29. Curculigo orchioides [ncbi taxid: 681286]
  30. Cynanchum aphyllum [ncbi taxid: ]
  31. Cyrtanthus falcatus [ncbi taxid: 527294]
  32. Dalbergia rubiginosa [ncbi taxid: 1635142]
  33. Decussocarpus wallichianus [ncbi taxid: ]
  34. Delphinium andersoni [ncbi taxid: ]
  35. Diphasia angolensis [ncbi taxid: ]
  36. Doris atromarginata [ncbi taxid: ]
  37. Dysidea cf.cristagalli [ncbi taxid: ]
  38. Echinodontium tsugicola [ncbi taxid: 112241]
  39. Ellisiophyllum pinnatum [ncbi taxid: 263963]
  40. Epimedium davidii [ncbi taxid: 253605]
  41. Erysimum odoratum [ncbi taxid: 1137569]
  42. Escherichia coli [ncbi taxid: 562]
  43. Euphorbia kansui [ncbi taxid: 239687]
  44. Euphorbia lagascae [ncbi taxid: 54672]
  45. Eupolyphaga sinensis [ncbi taxid: 367774]
  46. Eutypella scoparia [ncbi taxid: ]
  47. FOOD SAKE [ncbi taxid: ]
  48. Frullania tamarisci [ncbi taxid: 95764]
  49. Galenia africana [ncbi taxid: ]
  50. Gastrodia elata [ncbi taxid: 91201]
  51. Globba malaccensis [ncbi taxid: ]
  52. Gnidia lamprantha [ncbi taxid: ]
  53. Grammitis argyrata [ncbi taxid: ]
  54. Haplopteris anguste-elongata [ncbi taxid: 38724]
  55. Heterotheca inuloides [ncbi taxid: 3015714]
  56. Homo sapiens [ncbi taxid: 9606]
  57. Ilex amara [ncbi taxid: 185490]
  58. Illicium verum [ncbi taxid: 124778]
  59. Ipomopsis aggregata [ncbi taxid: 40742]
  60. Isodon japonicus [ncbi taxid: 425908]
  61. Kinostemon alborubrum [ncbi taxid: ]
  62. Knightia excelsa [ncbi taxid: 35944]
  63. Laurencia distichophylla [ncbi taxid: ]
  64. Leonurus glaucescens [ncbi taxid: 445399]
  65. Lepidium draba [ncbi taxid: 153317]
  66. Lespedeza cyrtobotrya [ncbi taxid: 701533]
  67. Leucetta microrhaphis [ncbi taxid: ]
  68. Maba buxifolia [ncbi taxid: ]
  69. Mappia foetida [ncbi taxid: 487070]
  70. Mesembryanthemum tortuosum [ncbi taxid: 216016]
  71. Metapenaeus macleayi [ncbi taxid: 578590]
  72. Metarhizium indigoticum [ncbi taxid: 1076431]
  73. Microcystis viridis [ncbi taxid: 44822]
  74. Micromeria pineolens [ncbi taxid: 306397]
  75. Monomorium delagoense [ncbi taxid: ]
  76. Mus musculus [ncbi taxid: 10090]
  77. Myrica pilulifera [ncbi taxid: ]
  78. Nassauvia pygmaea [ncbi taxid: 482583]
  79. Nemalion vermiculare [ncbi taxid: 935621]
  80. Nidula candida [ncbi taxid: 1348642]
  81. Oenothera x erythrosepala [ncbi taxid: ]
  82. Ophiocoma scolopendrina [ncbi taxid: 1365868]
  83. Papaver macrostomum [ncbi taxid: 357472]
  84. Penicillium citreonigrum [ncbi taxid: 69768]
  85. Penicillium solitum [ncbi taxid: 60172]
  86. Petroselinum spp. [ncbi taxid: ]
  87. Pimpinella anisum [ncbi taxid: 271192]
  88. Pinus radiata [ncbi taxid: 3347]
  89. Pinus resinosa [ncbi taxid: 54921]
  90. Plectranthus striatus [ncbi taxid: ]
  91. Pleione bulbocodioides [ncbi taxid: 141752]
  92. Pleione yunnanensis [ncbi taxid: 194513]
  93. Protea mellifera [ncbi taxid: ]
  94. Psoralea corylifolia [ncbi taxid: ]
  95. Pyrus communis [ncbi taxid: 23211]
  96. Pyrus pashia [ncbi taxid: 470525]
  97. Quercus sessiliflora [ncbi taxid: ]
  98. Ramalina terebrata [ncbi taxid: 387287]
  99. Rhododendron dauricum [ncbi taxid: 880079]
  100. Salacia madagascariensis [ncbi taxid: 670374]
  101. Sarocladium zeae [ncbi taxid: 1036732]
  102. Satureja atropatana [ncbi taxid: 2996424]
  103. Saussurea carthamoides [ncbi taxid: ]
  104. Saussurea elegans [ncbi taxid: 243812]
  105. Saxifraga stolonifera [ncbi taxid: 182070]
  106. Scutellaria barbata [ncbi taxid: 396367]
  107. Selinum carvi [ncbi taxid: ]
  108. Solanum acaule [ncbi taxid: 103871]
  109. Spodoptera eridania [ncbi taxid: 37547]
  110. Streptomyces griseovariabilis [ncbi taxid: 284636]
  111. Swertia delavayi [ncbi taxid: 166617]
  112. Triplaris cumingiana [ncbi taxid: 655515]
  113. Tuber melanosporum [ncbi taxid: 39416]
  114. Vaccinium vitis-idaea [ncbi taxid: 180772]
  115. Vallota purpurea [ncbi taxid: ]
  116. Vicia narbonensis [ncbi taxid: 3912]
  117. Vismia jefensis [ncbi taxid: ]
  118. Xanthium canadense [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7081 4-aminophenol degradation
BioCyc:META_PWY-5487 4-nitrophenol degradation I
BioCyc:META_PWY-7913 firefly bioluminescence
BioCyc:SCO_PARATHION-CATABOLISM-PWY superpathway of parathion degradation
BioCyc:FLY_PARATHION-CATABOLISM-PWY superpathway of parathion degradation
BioCyc:META_PWY-723 alkylnitronates degradation
BioCyc:META_PWY-7002 4-hydroxyacetophenone degradation
PathBank:SMP0000802 TCA Cycle
PathBank:SMP0000810 L-Alanine Metabolism
PathBank:SMP0001018 TCA cycle (ubiquinol-2)
PathBank:SMP0001019 TCA cycle (ubiquinol-3)
PathBank:SMP0001020 TCA cycle (ubiquinol-4)
PathBank:SMP0001021 TCA cycle (ubiquinol-5)
PathBank:SMP0001022 TCA cycle (ubiquinol-6)
PathBank:SMP0001023 TCA cycle (ubiquinol-7)
PathBank:SMP0001024 TCA cycle (ubiquinol-8)
PathBank:SMP0001025 TCA cycle (ubiquinol-9)
PathBank:SMP0001026 TCA cycle (ubiquinol-10)
PathBank:SMP0002037 TCA cycle (ubiquinol-0)
Reactome:R-BTA-1430728 Metabolism
View All Pathways