4-Methoxybenzoate (BioCAD00000004436)

feces

Metabolite Card

Formula: C8H8O3 (152.0473)
SMILES: COC1=CC=C(C=C1)C(O)=O

Synonyms [en]

p-Anisic acid; 4-methoxybenzoic acid; p-anisate; 4-Anisic acid; Draconic acid; p-Methoxybenzoic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

4-Methoxybenzoate. 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: BioCAD00000004436). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

p-Anisic acid, also known as 4-anisate or draconic acid, belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. p-Anisic acid is a drug. p-Anisic acid exists in all eukaryotes, ranging from yeast to humans. p-Anisic acid is a faint, sweet, and cadaverous tasting compound. Outside of the human body, p-anisic acid has been detected, but not quantified in several different foods, such as anises, cocoa beans, fennels, and german camomiles. This could make p-anisic acid a potential biomarker for the consumption of these foods. It is a white crystalline solid which is insoluble in water, highly soluble in alcohols and soluble in ether, and ethyl acetate. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds. It is generally obtained by the oxidation of anethole or p-methoxyacetophenone. The term "anisic acid" often refers to this form specifically. p-Anisic acid is found naturally in anise.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 100-09-4
  • CAS Registry Number: 1335-08-6
  • PubChem: 7478
  • ChEBI: ChEBI:16639
  • ChEBI: ChEBI:1889
  • ChEBI: ChEBI:40813
  • HMDB: HMDB0001101
  • HMDB: HMDB01101
  • KEGG: C02519
  • BioCyc: CPD-1076
  • NCBI MeSH: 4-methoxybenzoic acid
  • Wikipedia: P-Anisic_acid
  • DrugBank: DB02795
  • RefMet: RM0188795
  • MoNA: FiehnHILIC000652
  • MoNA: FiehnHILIC001425
  • MoNA: FiehnHILIC002217
  • MoNA: FiehnHILIC002908
  • MoNA: FiehnLib001019
  • MoNA: HMDB0001101_c_ms_99649
  • MoNA: HMDB0001101_c_ms_99650
  • MoNA: HMDB0001101_c_ms_99651
  • MoNA: HMDB0001101_ms_ms_1421
  • MoNA: HMDB0001101_ms_ms_1422
  • MoNA: HMDB0001101_ms_ms_1423
  • MoNA: JP009586
  • MoNA: JP011265
  • MoNA: KO000253
  • MoNA: KO000254
  • MoNA: KO000255
  • MoNA: KO000256
  • MoNA: KO000257
  • Metlin: METLIN_58021
  • Coconut NaturalProduct: CNP0249583.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01306 1.14.99.15 4-methoxybenzoate,hydrogen-donor:oxygen oxidoreductase (O-demethylating)
Rhea:RHEA:18614 1.14.99.15 4-methoxybenzoate + AH2 + O2 => 4-hydroxybenzoate + formaldehyde + A + H2O
Rhea:RHEA:18615 1.14.99.15 4-hydroxybenzoate + formaldehyde + A + H2O => 4-methoxybenzoate + AH2 + O2
Rhea:RHEA:18616 1.14.99.15 4-methoxybenzoate + AH2 + O2 <=> 4-hydroxybenzoate + formaldehyde + A + H2O
Rhea:RHEA:68901 4-methoxybenzoate + ATP + NADPH + H+ => 4-methoxybenzaldehyde + AMP + diphosphate + NADP+
Rhea:RHEA:68902 4-methoxybenzaldehyde + AMP + diphosphate + NADP+ => 4-methoxybenzoate + ATP + NADPH + H+
Rhea:RHEA:68903 4-methoxybenzoate + ATP + NADPH + H+ <=> 4-methoxybenzaldehyde + AMP + diphosphate + NADP+
BioCyc:RXN-22564 2.1.1.- CPD-1076 + Co1-MtoC-Proteins + PROTON --> 4-hydroxybenzoate + Methyl-MtoC-Proteins
BioCyc:1.14.99.15-RXN 1.14.99.15 OXYGEN-MOLECULE + Donor-H2 + CPD-1076 --> WATER + Acceptor + 4-hydroxybenzoate + FORMALDEHYDE
View More
Organism Source

Taxonomy Source

  1. Abies nobilis [ncbi taxid: ]
  2. Acanthopanax ricinifolius [ncbi taxid: ]
  3. Acrocomia sclerocarpa [ncbi taxid: ]
  4. Agastache rugosa [ncbi taxid: 39271]
  5. Albizia Julibrissin [ncbi taxid: 3813]
  6. Alkanna hirsutissima [ncbi taxid: 554523]
  7. Amomum longiligulare [ncbi taxid: ]
  8. Amomum villosum [ncbi taxid: ]
  9. Amomum xanthioides [ncbi taxid: ]
  10. Amsinckia menziesii [ncbi taxid: 1213287]
  11. Anacardium occidentale [ncbi taxid: 171929]
  12. Anastatica hierochuntica [ncbi taxid: 663965]
  13. Anchusa officinalis [ncbi taxid: 89630]
  14. Angelica sinensis [ncbi taxid: 165353]
  15. Annona purpurea [ncbi taxid: 1123437]
  16. Aquilaria sinensis [ncbi taxid: 210372]
  17. Aspergillus pseudodeflectus [ncbi taxid: 176178]
  18. Asplenium adiantum-nigrum [ncbi taxid: 169373]
  19. Avrainvillea nigricans [ncbi taxid: 381413]
  20. Buddleja variabilis [ncbi taxid: ]
  21. Calea megacephala [ncbi taxid: 183009]
  22. Calocera viscosa [ncbi taxid: 63146]
  23. Caryopteris mongholica [ncbi taxid: 201515]
  24. Cestrum nocturnum [ncbi taxid: 225615]
  25. Chromolaena odorata [ncbi taxid: 103745]
  26. Clausena dunniana [ncbi taxid: 1224754]
  27. Cordyceps sinensis [ncbi taxid: ]
  28. Cordyline indivisa [ncbi taxid: 2016532]
  29. Coronophora gregaria [ncbi taxid: 714403]
  30. Corydalis cornuta [ncbi taxid: 2973991]
  31. Cotoneaster orbicularis [ncbi taxid: 1851000]
  32. Croton draco Schltdl.& Cham. [ncbi taxid: ]
  33. Dacrydium biforme [ncbi taxid: ]
  34. Dalbergia rubiginosa [ncbi taxid: 1635142]
  35. Delphinium campylocentrum [ncbi taxid: ]
  36. Didemnum inarmatum [ncbi taxid: ]
  37. Disepalum plagioneurum [ncbi taxid: 1766674]
  38. Distemonanthus benthamianus [ncbi taxid: 162759]
  39. Drypetes roxburghii [ncbi taxid: ]
  40. Eremophila serrulata [ncbi taxid: 1793945]
  41. Eupatorium odoratum [ncbi taxid: ]
  42. Euphorbia kansui [ncbi taxid: 239687]
  43. Ferula sinaica [ncbi taxid: 1514050]
  44. Ficus mucuso [ncbi taxid: 309328]
  45. Foeniculum vulgare [ncbi taxid: ]
  46. Formica fusca [ncbi taxid: 72779]
  47. Fructus anisi [ncbi taxid: ]
  48. Fructus anisi stellati [ncbi taxid: ]
  49. Grindelia nana [ncbi taxid: 381998]
  50. Hakea saligna [ncbi taxid: ]
  51. Halopitys incurvus [ncbi taxid: ]
  52. Haloxylon salicornicum [ncbi taxid: 454511]
  53. Homo sapiens [ncbi taxid: 9606]
  54. Hydnellum zonatum [ncbi taxid: ]
  55. Illicium verum [ncbi taxid: 124778]
  56. Jasminum grandiflorum [ncbi taxid: 389181]
  57. Lecanora lividocinerea [ncbi taxid: 742147]
  58. Leptothorax acervorum [ncbi taxid: 33409]
  59. Leucanthemum maximum [ncbi taxid: 13423]
  60. Leucetta microrhaphis [ncbi taxid: ]
  61. Limnophila rugosa [ncbi taxid: 3243285]
  62. Macrosiphum liriodendri [ncbi taxid: ]
  63. Malva silvestris [ncbi taxid: ]
  64. Mappia foetida [ncbi taxid: 487070]
  65. Medicago sativa [ncbi taxid: 3879]
  66. Melaleuca uncinata [ncbi taxid: 164958]
  67. Mentha pulegiformis [ncbi taxid: ]
  68. Mesembryanthemum tortuosum [ncbi taxid: 216016]
  69. Metapenaeus macleayi [ncbi taxid: 578590]
  70. Monascus purpureus [ncbi taxid: 5098]
  71. Monomorium delagoense [ncbi taxid: ]
  72. Neolitsea acuminatissima [ncbi taxid: 2803928]
  73. Nephroma australe [ncbi taxid: 176091]
  74. Orthantha lutea [ncbi taxid: ]
  75. Osmundaria colensoi [ncbi taxid: ]
  76. Palicourea coriacea [ncbi taxid: ]
  77. Parthenium hysterophorus [ncbi taxid: 183063]
  78. Parthenium hysterophorus L. [ncbi taxid: ]
  79. Persea indica [ncbi taxid: 136127]
  80. Phegopteris bukoensis [ncbi taxid: ]
  81. Picris radicata [ncbi taxid: 1885118]
  82. Pimpinella anisum [ncbi taxid: 271192]
  83. Pinus picea [ncbi taxid: ]
  84. Piper aequale [ncbi taxid: 405316]
  85. Piper philippinum [ncbi taxid: 3241120]
  86. Polycarpa aurata [ncbi taxid: 582575]
  87. Polyphaga sinensis [ncbi taxid: ]
  88. Posidonia oceanica [ncbi taxid: 55489]
  89. Primula hirsuta [ncbi taxid: 184183]
  90. Ramalina terebrata [ncbi taxid: 387287]
  91. Rhododendron dauricum [ncbi taxid: 880079]
  92. Rhododendron ferrugineum [ncbi taxid: 49622]
  93. Rhododendron mucronulatum [ncbi taxid: 105903]
  94. Rodgersia podophylla [ncbi taxid: 262050]
  95. Salvia nubicola [ncbi taxid: 268919]
  96. Satureja atropatana [ncbi taxid: 2996424]
  97. Scapania nemorea [ncbi taxid: 41848]
  98. Senecio scandens [ncbi taxid: 189247]
  99. Shigella flexneri [ncbi taxid: 623]
  100. Smenospongia echina [ncbi taxid: ]
  101. Streptomyces misawanensis [ncbi taxid: 285518]
  102. Tabebuia avellanedae [ncbi taxid: ]
  103. Taraxacum formosanum [ncbi taxid: 170733]
  104. Trianthema portulacastrum [ncbi taxid: 3548]
  105. Usnea japonica [ncbi taxid: ]
  106. Vallaris solanacea [ncbi taxid: 429502]
  107. Viscum coloratum [ncbi taxid: 159976]
  108. Vitex trifolia [ncbi taxid: 204215]

Pathway Synthetic

pathway id name
View All Pathways