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Technical details about Tox21_300170, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
Also known as: 2-furaldehyde, Furan-2-carbaldehyde, 98-01-1, 2-furancarboxaldehyde, Furaldehyde, Furfuraldehyde
Molecular Formula
C5H4O2
Molecular Weight
96.08  g/mol
InChI Key
HYBBIBNJHNGZAN-UHFFFAOYSA-N
FDA UNII
DJ1HGI319P

A heterocyclic compound consisting of a furan where the hydrogen at position 2 is substituted by a formyl group.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
furan-2-carbaldehyde
2.1.2 InChI
InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H
2.1.3 InChI Key
HYBBIBNJHNGZAN-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=COC(=C1)C=O
2.2 Other Identifiers
2.2.1 UNII
DJ1HGI319P
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Furaldehyde

2.3.2 Depositor-Supplied Synonyms

1. 2-furaldehyde

2. Furan-2-carbaldehyde

3. 98-01-1

4. 2-furancarboxaldehyde

5. Furaldehyde

6. Furfuraldehyde

7. Fural

8. 2-formylfuran

9. 2-furanaldehyde

10. 2-furancarbonal

11. 2-furfural

12. Furancarbonal

13. Furfurole

14. Furfurylaldehyde

15. 2-furfuraldehyde

16. Pyromucic Aldehyde

17. Furale

18. Furole

19. Furol

20. 2-furylaldehyde

21. 2-furylcarboxaldehyde

22. 2-furyl-methanal

23. Artificial Ant Oil

24. Furfurale

25. Artificial Oil Of Ants

26. Furan-2-carboxaldehyde

27. Furyl-methanal

28. 2-furylmethanal

29. 2-furil-metanale

30. 2-furancarbaldehyde

31. Fufural

32. Alpha-furole

33. 2-formylofuran

34. Nci-c56177

35. 2-formyl Furan

36. Furan-2-aldehyde

37. 2-furankarbaldehyd

38. Rcra Waste Number U125

39. Alpha-furfuraldehyde

40. Fema No. 2489

41. Furaldehydes

42. .alpha.-furole

43. Nsc 8841

44. Mfcd00003229

45. Chebi:34768

46. Dj1hgi319p

47. 2-furancarboxaldehyde, Homopolymer

48. Bran Oil

49. Nsc-8841

50. Furane-2-carbaldehyde

51. Ncgc00091328-01

52. Quakeral

53. Dsstox_cid_647

54. Dsstox_rid_75709

55. Dsstox_gsid_20647

56. Furfural (natural)

57. Ant Oil, Artificial

58. Furfurale [italian]

59. Caswell No. 466

60. 2-formylofuran [polish]

61. 2-furankarbaldehyd [czech]

62. Cas-98-01-1

63. 2-furil-metanale [italian]

64. 25067-38-3

65. Ccris 1044

66. Hsdb 542

67. Einecs 202-627-7

68. Un1199

69. Rcra Waste No. U125

70. Unii-dj1hgi319p

71. Epa Pesticide Chemical Code 043301

72. Brn 0105755

73. Furfuralu

74. A-furfuraldehyde

75. Qo Furfural

76. Ai3-04466

77. A-furole

78. 2-furanal

79. Ant Oil

80. Furfural Acs Grade

81. Furan-2 Carbaldehyde

82. Furfural, 99%

83. 2-furancarboxyaldehyde

84. 2-furaldehyde, 8ci

85. 2-furan-carboxaldehyde

86. 2-furanocarboxyaldehyde

87. Furfural [fhfi]

88. Furfural [hsdb]

89. Furfural [iarc]

90. Furfural [inci]

91. Furfuraldehyde(furfural)

92. Furfural [fcc]

93. Furfural [mi]

94. 2-furylaldehyde Xypropane

95. Wln: T5oj Bvh

96. Ec 202-627-7

97. 5-17-09-00292 (beilstein Handbook Reference)

98. Bidd:er0698

99. Furfural, Acs Reagent, 99%

100. Chembl189362

101. Qspl 006

102. Qspl 102

103. Dtxsid1020647

104. Fema 2489

105. Furan-2-carbaldehyde (furfural)

106. Nsc8841

107. Furfural, >=98%, Fcc, Fg

108. Furfural, For Synthesis, 98.0%

109. Str00358

110. Zinc3861345

111. Tox21_111114

112. Tox21_202191

113. Tox21_300170

114. Bdbm50486229

115. Furaldehydes [un1199] [poison]

116. Stl283124

117. Akos000118907

118. Am81812

119. Furfural 100 Microg/ml In Cyclohexane

120. Furfural, Analytical Reference Material

121. Furfural 100 Microg/ml In Acetonitrile

122. Furfural, Natural, >=98%, Fcc, Fg

123. Furfural, Saj First Grade, >=99.0%

124. Ncgc00091328-02

125. Ncgc00091328-03

126. Ncgc00091328-04

127. Ncgc00253954-01

128. Ncgc00259740-01

129. Bp-31002

130. Furfural 1000 Microg/ml In Acetonitrile

131. Db-003668

132. Cs-0015696

133. F0073

134. Ft-0612462

135. A845786

136. Q412429

137. F1294-0048

138. Furfural; Furfuraldehyde; Furfurol; 2-furaldehyde; 2-furancarboxaldehyde; Furan-2-carboxaldehyde

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 96.08 g/mol
Molecular Formula C5H4O2
XLogP30.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass96.021129366 g/mol
Monoisotopic Mass96.021129366 g/mol
Topological Polar Surface Area30.2 Ų
Heavy Atom Count7
Formal Charge0
Complexity70.5
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

Analysis of expired air of volunteers exposed to vapor showed after termination of exposure very small proportion (less than 1%) of retained furfural is eliminated by lungs. It is metabolized very rapidly. Half-life is about 2 to 2.5 hours. No free furoic acid found. This compound enters the body also percutaneously. At 15 minutes contamination of 1 hand (up to the wrist), approximately the same amount of furfural is absorbed as would be retained at an 8 hour (or 4 hour) inspiration of air in concentration equaling maximum allowable concentration.

PMID:649206 Flek J, Sedivec V; Int Arch Occup Environ Health 41 (3): 159-68 (1978)


The liver is the primary target for furfural toxicity in rats and mice.

Joint FAO/WHO Expert Committee on Food Additives; WHO Food Additives Series 30: Furfural (1993). Available from, as of February 14, 2006: https://www.inchem.org/documents/jecfa/jecmono/v30je16.htm


Furfural is well absorbed after administration by any route. In rats, 85% of C14-furfural administered by gavage in corn oil was recovered in urine within 72 hours. ... After oral administration, furfural is rapidly absorbed from the gastrointestinal tract and distributed to the tissues, principally the liver and kidney.

Joint FAO/WHO Expert Committee on Food Additives; WHO Food Additives Series 42: Furfural (1993). Available from, as of February 14, 2006: https://www.inchem.org/documents/jecfa/jecmono/v042je03.htm


The comparative metabolism and disposition of furfural (FAL) and furfuryl alcohol (FOL) /in male Fisher 344 rats/ were investigated following oral administration of approximately 0.001, 0.01, and 0.1 of the LD50, corresponding to approximately 0.127, 1.15, and 12.5 mg/kg for FAL and 0.275, 2.75, and 27.5 mg/kg for FOL. At all doses studied, at least 86-89% of the dose of FAL or FOL was absorbed from the gastrointestinal tract. FAL and FOL were extensively metabolized prior to excretion. The major route of excretion was in urine, where 83-88% of the dose was excreted, whereas 2-4% was excreted in the feces. Approximately 7% of the dose from rats treated with FAL at 12.5 mg/kg was exhaled as 14CO2. At 72 hr following administration, the pattern of tissue distribution of radioactivity was similar for both FAL and FOL. Liver and kidney contained the highest, and brain the lowest concentrations of radioactivity. Generally, the concentrations of radioactivity in tissues were proportional to the dose. Almost all of the urinary radioactivity was tentatively identified. No FAL or FOL was detected in urine.

PMID:1352210 Nomeir AA et al; Drug Metab Dispos 20 (2): 198-204 (1992)


The fate of furfural (2-furancarboxaldehyde) was investigated in male and female Fischer 344 (F344) rats given single oral doses of 1, 10 and 60 mg/kg and male and female CD1 mice given 1, 20 and 200 mg/kg [carbonyl-14C]furfural. There was a very high recovery (more than 90% of dose) of radioactivity in all dose groups in 72 hr. The major route of elimination was by the urine, with much smaller amounts present in the faeces and exhaled as 14CO2. The residue in the carcass after 72 hr was less than 1% of the administered dose.

PMID:7959443 Parkash MK, Caldwell J; Food Chem Toxicol 32 (10): 887-95 (1994)


4.2 Metabolism/Metabolites

Furfural is metabolized primarily by oxidation of the aldehyde function in rats and mice. Oxidation yields furoic acid, which, as the coenzyme A (CoA) thioester, is either conjugated with glycine and excreted or condensed with acetyl CoA to form the chain-lengthened metabolite 2-furanacryloyl CoA. 2-furanacryloyl CoA conjugates with glycine and and is excreted primarily in the urine. In rats and mice, furoic acid appears to decarboxylate to a very minor extent (approximately 1%) via oxidation of the furan ring to yield carbon dioxide ... .

Joint FAO/WHO Expert Committee on Food Additives; WHO Food Additives Series 42: Furfural (1993). Available from, as of February 14, 2006: https://www.inchem.org/documents/jecfa/jecmono/v042je03.htm


The aldehyde group is converted to an acid and this in turn is conjugated with glycine. In dogs and rabbits, furoic acid, furoyl glycine, and furfuracryluric acid are excreted.

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 2665


It is metabolized very rapidly. Chief metabolite is furoylglycine, side metabolite is 2-furanacryluric acid. No furoic acid found.

PMID:649206 Flek J, Sedivec V; Int Arch Occup Environ Health 41 (3): 159-68 (1978)


Furfural and its metabolite furoylglycine were extracted from urine. About 60% of furfural dose orally admin to rats was recovered in urine as furoylglycine, and no urinary furfural was detected.

Jodynis-Liebert J, Laboda K; Bromatol Chem Toksykol 15 (1-2): 61-6 (1982)


For more Metabolism/Metabolites (Complete) data for FURFURAL (6 total), please visit the HSDB record page.


4.3 Biological Half-Life

Analysis of expired air of volunteers exposed for 8 hours to vapor showed half-life is about 2 to 2.5 hours.

PMID:649206 Flek J, Sedivec V; Int Arch Occup Environ Health 41 (3): 159-68 (1978)


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