Oxalate (BioCAD00000015665)

blood feces saliva sweat urine bladder epidermis eye lens fibroblasts intestine kidney liver pancreas placenta testis

Metabolite Card

Formula: C2H2O4 (89.9953)
SMILES: OC(=O)C(O)=O

Synonyms [en]

oxalic acid; oxalate; ethanedioic acid; Oxalsaeure; Ethandisaeure; HOOCCOOH

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Oxalate. 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: BioCAD00000015665). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Oxalic acid is a strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent (Pubchem). Oxalic acid (IUPAC name: ethanedioic acid, formula H2C2O4) is a dicarboxylic acid with structure (HOOC)-(COOH). Because of the joining of two carboxyl groups, this is one of the strongest organic acids. It is also a reducing agent. The anions of oxalic acid as well as its salts and esters are known as oxalates (Wikipedia). Bodily oxalic acid may also be synthesized via the metabolism of either glyoxylic acid or unused ascorbic acid (vitamin C), which is a serious health consideration for long term megadosers of vitamin C supplements. 80% of kidney stones are formed from calcium oxalate. Some Aspergillus species produce oxalic acid, which reacts with blood or tissue calcium to precipitate calcium oxalate. There is some preliminary evidence that the administration of probiotics can affect oxalic acid excretion rates (and presumably oxalic acid levels as well) (Wikipedia). Oxalic acid is found to be associated with fumarase deficiency and primary hyperoxaluria I, which are inborn errors of metabolism. Oxalic acid is a marker for yeast overgrowth from Aspergillus, Penicillum and/or Candida. Can also be elevated due to exposures from vitamin C or ethylene glycol poisoning. Oxalate is elevated in the urine of children with autism. (PMID: 21911305). Oxalic acid has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).

Extracellular Peroxisome
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 144-62-7
  • CAS Registry Number: 6153-56-6
  • CAS Registry Number: 62654-02-8
  • PubChem: 3819775
  • PubChem: 971
  • ChEBI: ChEBI:16995
  • HMDB: HMDB0002329
  • HMDB: HMDB02329
  • LipidMaps: LMFA01170031
  • KEGG: C00209
  • KEGG: C00209 D01790 D02567
  • BioCyc: OXALATE
  • NCBI MeSH: Oxalic Acid
  • Wikipedia: Oxalic acid
  • Wikipedia: Oxalic_acid
  • DrugBank: DB03902
  • RefMet: RM0149940
  • MoNA: EMBL_MCF_2_0_HRMS_Library000314
  • MoNA: FiehnLib001051
  • MoNA: HMDB0002329_c_ms_922
  • MoNA: HMDB0002329_ms_ms_2061
  • MoNA: HMDB0002329_ms_ms_2062
  • MoNA: HMDB0002329_ms_ms_2063
  • MoNA: JP003891
  • MoNA: KZ000258
  • MoNA: MoNA024033
  • MoNA: MoNA_0009349
  • MoNA: OUF00407
  • MoNA: PR010022
  • MoNA: PS007701
  • Metlin: METLIN_113
  • Coconut NaturalProduct: CNP0235859.0
  • Coconut NaturalProduct: CNP0502595.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00273 1.2.3.4 oxalate:oxygen oxidoreductase
KEGG:R00338 3.7.1.1 oxaloacetate acetylhydrolase
KEGG:R00466 1.2.3.5 glyoxylate:oxygen oxidoreductase
KEGG:R00522 4.1.1.2 oxalate carboxy-lyase
KEGG:R00646 C00072 + C00007 + C00001<=>C01620 + C00209
KEGG:R01558 6.2.1.8 oxalate:CoA ligase (AMP-forming)
KEGG:R01559 2.8.3.2 succinyl-CoA:oxalate CoA-transferase
KEGG:R07290 2.8.3.16 formyl-CoA:oxalate CoA-transferase
KEGG:R09157 3.8.1.- C11150 + 2 C00001<=>C00209 + 3 C01327
KEGG:R09486 1.2.7.10 oxalate:ferredoxin oxidoreductase
KEGG:R10614 2.8.3.19 acetyl-CoA:oxalate CoA-transferase
KEGG:R11617 3.5.1.126 oxamate amidohydrolase
BioCyc:RXN0-7075 2.8.3.19 ACETYL-COA + OXALATE<=>OXALYL-COA + ACET
BioCyc:RXN0-1382 2.8.3.16 FORMYL-COA + OXALATE<=>FORMATE + OXALYL-COA
BioCyc:OXALATE-OXIDASE-RXN 1.2.3.4 OXALATE + OXYGEN-MOLECULE + 2 PROTON --> 2 CARBON-DIOXIDE + HYDROGEN-PEROXIDE
BioCyc:OXALATE--COA-LIGASE-RXN 6.2.1.8 CO-A + OXALATE + ATP --> OXALYL-COA + PPI + AMP
BioCyc:RXN-12859 CPD-13901 + WATER --> CPD-22823 + OXALATE + PROTON
BioCyc:RXN-12077 1.2.7.10 OXALATE + 2 Oxidized-ferredoxins --> 2 CARBON-DIOXIDE + 2 Reduced-ferredoxins
BioCyc:RXN-12874 CPD-13911 + WATER --> L-THREONATE + OXALATE + PROTON
BioCyc:TRANS-RXN-213 oxalate:formate antiporter
View More
Organism Source

Taxonomy Source

  1. Acacia concinna [ncbi taxid: 1524234]
  2. Actinidia arguta (Sieb. & Zucc.) Planch. ex Miq. [ncbi taxid: ]
  3. Actinidia chinensis Planch. [ncbi taxid: ]
  4. Agave americana L. [ncbi taxid: ]
  5. Ampelopsis brevipedunculata (Maxim.) Trautv. [ncbi taxid: ]
  6. Anagallis arvensis L. [ncbi taxid: ]
  7. Arabidopsis thaliana [ncbi taxid: 3702]
  8. Aronia melanocarpa [ncbi taxid: 661339]
  9. Artemisia scoparia [ncbi taxid: 72351]
  10. Arum italicum Mill. [ncbi taxid: ]
  11. Arum maculatum L. [ncbi taxid: ]
  12. Astragalus basineri [ncbi taxid: 144067]
  13. Bacillus silvestris [ncbi taxid: ]
  14. Bassia scoparia (L.) Voss [ncbi taxid: ]
  15. Begonia x tuberhybrida Voss [ncbi taxid: ]
  16. Beta vulgaris L. [ncbi taxid: ]
  17. Bombyx mori [ncbi taxid: 7091]
  18. Brassica oleracea var. sabauda [ncbi taxid: 1216010]
  19. Calla palustris L. [ncbi taxid: ]
  20. Capparis aegyptia [ncbi taxid: ]
  21. Capparis deserti [ncbi taxid: ]
  22. Capparis leucophylla [ncbi taxid: ]
  23. Capsicum annuum [ncbi taxid: 4072]
  24. Chenopodium album L. [ncbi taxid: ]
  25. Chenopodium ambrosioides L. [ncbi taxid: ]
  26. Chenopodium bonus-henricus L. [ncbi taxid: ]
  27. Chenopodium botrys L. [ncbi taxid: ]
  28. Chenopodium ficifolium Sm. [ncbi taxid: ]
  29. Chenopodium glaucum L. [ncbi taxid: ]
  30. Chenopodium hybridum L. [ncbi taxid: ]
  31. Chenopodium murale L. [ncbi taxid: ]
  32. Chenopodium polyspermum L. [ncbi taxid: ]
  33. Chenopodium rubrum L. [ncbi taxid: ]
  34. Chenopodium strictum Roth [ncbi taxid: ]
  35. Chenopodium vulvaria L. [ncbi taxid: ]
  36. Chlamydomonas reinhardtii [ncbi taxid: 3055]
  37. Cicer arietinum [ncbi taxid: 3827]
  38. Cichorium glandulosum [ncbi taxid: 1405821]
  39. Cichorium intybus [ncbi taxid: 13427]
  40. Cissus alata Jacq. [ncbi taxid: ]
  41. Citrullus lanatus [ncbi taxid: 3654]
  42. Crataegus pinnatifida [ncbi taxid: 510735]
  43. Croton campestris [ncbi taxid: 2896013]
  44. Curcuma domestica [ncbi taxid: ]
  45. Dracunculus vulgaris Schott [ncbi taxid: ]
  46. Ephedra equisetina [ncbi taxid: 173280]
  47. Equisetum hiemale [ncbi taxid: ]
  48. Eucalyptus camaldulensis [ncbi taxid: 34316]
  49. Fagus sylvatica L. [ncbi taxid: ]
  50. FOOD SAKE [ncbi taxid: ]
  51. Galanthus nivalis L. [ncbi taxid: ]
  52. Garcinia dulcis [ncbi taxid: 231905]
  53. Hebeloma spoliatum [ncbi taxid: ]
  54. Hippophae rhamnoides [ncbi taxid: 193516]
  55. Homo sapiens [ncbi taxid: 9606]
  56. Hyacinthus orientalis L. [ncbi taxid: ]
  57. Isatis tinctoria [ncbi taxid: 161756]
  58. Juglans nigra L. [ncbi taxid: ]
  59. Juglans regia L. [ncbi taxid: ]
  60. Lysichiton americanus Hulten & H. St. John [ncbi taxid: ]
  61. Narcissus poeticus L. [ncbi taxid: ]
  62. Narcissus pseudonarcissus L. [ncbi taxid: ]
  63. Narcissus radiiflorus Salisb. [ncbi taxid: ]
  64. Narcissus x medioluteus Mill. [ncbi taxid: ]
  65. Narcissus x verbanensis (Herb.) M. Roem. [ncbi taxid: ]
  66. Oxalis acetosella L. [ncbi taxid: ]
  67. Oxalis corniculata L. [ncbi taxid: ]
  68. Oxalis spp. [ncbi taxid: ]
  69. Oxalis stricta L. [ncbi taxid: ]
  70. Parthenocissus inserta (A. Kern.) Fritsch [ncbi taxid: ]
  71. Parthenocissus quinquefolia (L.) Planch. [ncbi taxid: ]
  72. Parthenocissus tricuspidata (Siebold & Zucc.) Planch. [ncbi taxid: ]
  73. Persicaria tinctoria [ncbi taxid: 96455]
  74. Phaseolus vulgaris [ncbi taxid: 3885]
  75. Pogostemon cablin [ncbi taxid: 28511]
  76. Polygonum polystachyum Meisn. [ncbi taxid: ]
  77. Prunus mume [ncbi taxid: 102107]
  78. Punica granatum [ncbi taxid: 22663]
  79. Pyxine endochrysina [ncbi taxid: 260197]
  80. Rheum rhabarbarum L. [ncbi taxid: ]
  81. Rheum rhaponticum [ncbi taxid: 46087]
  82. Rumex acetosa [ncbi taxid: 41241]
  83. Rumex acetose L. [ncbi taxid: ]
  84. Rumex acetosella L. s.l. (R. acetosella L. s.str. and R.acetosella subsp. Pyrenaicus (Lapeyr.) Akeroyd) [ncbi taxid: ]
  85. Rumex alpestris Jacq. [ncbi taxid: ]
  86. Rumex alpinus L. [ncbi taxid: ]
  87. Rumex aquaticus L. [ncbi taxid: ]
  88. Rumex conglomeratus Murray [ncbi taxid: ]
  89. Rumex crispus L. [ncbi taxid: ]
  90. Rumex hydrolapathum Huds. [ncbi taxid: ]
  91. Rumex longifolius DC. [ncbi taxid: ]
  92. Rumex nivalis Hegetschw. [ncbi taxid: ]
  93. Rumex obtusifolius L. [ncbi taxid: ]
  94. Rumex patientia L. [ncbi taxid: ]
  95. Rumex pulcher L. [ncbi taxid: ]
  96. Rumex sanguineus L. [ncbi taxid: ]
  97. Rumex scutatus L. [ncbi taxid: ]
  98. Rumex thyrsiflorus Fingerh. [ncbi taxid: ]
  99. Salsola ruthenica Iljin [ncbi taxid: ]
  100. Schisandra glaucescens [ncbi taxid: 124787]
  101. Sophora alopecuroides [ncbi taxid: 200492]
  102. Spinacia oleracea [ncbi taxid: 3562]
  103. Spinacia oleracea L. [ncbi taxid: ]
  104. Stemona tuberosa [ncbi taxid: 167572]
  105. Streptomyces cattleya [ncbi taxid: ]
  106. Tamus communis L. [ncbi taxid: ]
  107. Terminalia chebula [ncbi taxid: 155022]
  108. Tropaeolum majus L. [ncbi taxid: ]
  109. Urtica dioica [ncbi taxid: 3501]
  110. Urtica dioica L. [ncbi taxid: ]
  111. Urtica urens L. [ncbi taxid: ]
  112. Vicia faba [ncbi taxid: 3906]
  113. Vitis vinifera L. [ncbi taxid: ]

Pathway Synthetic

pathway id name
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP1495 Glycine metabolism
View All Pathways