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0-07-00-00135 (Beilstein Handbook Reference)
Also known as: 76-22-2, 2-camphanone, Dl-camphor, (+/-)-camphor, 2-bornanone, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
Molecular Formula
C10H16O
Molecular Weight
152.23  g/mol
InChI Key
DSSYKIVIOFKYAU-UHFFFAOYSA-N

A bicyclic monoterpene ketone found widely in plants, especially CINNAMOMUM CAMPHORA. It is used topically as a skin antipruritic and as an anti-infective agent.
1 2D Structure

0-07-00-00135 (Beilstein Handbook Reference)

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
2.1.2 InChI
InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3
2.1.3 InChI Key
DSSYKIVIOFKYAU-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1(C2CCC1(C(=O)C2)C)C
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Camphor, (+-)-isomer

2. Camphor, (1r)-isomer

3. Camphor, (1s)-isomer

2.2.2 Depositor-Supplied Synonyms

1. 76-22-2

2. 2-camphanone

3. Dl-camphor

4. (+/-)-camphor

5. 2-bornanone

6. 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

7. (+)-camphor

8. Bornan-2-one

9. Root Bark Oil

10. Kampfer

11. 21368-68-3

12. Spirit Of Camphor

13. 2-camphonone

14. Gum Camphor

15. 464-48-2

16. L-(-)-camphor

17. 1,7,7-trimethylnorcamphor

18. Alphanon

19. 1,7,7-trimethylbicyclo[2.2.1]-2-heptanone

20. D-(+)-camphor

21. 2-keto-1,7,7-trimethylnorcamphane

22. Formosa Camphor

23. Laurel Camphor

24. Matricaria Camphor

25. Camphor, Synthetic

26. 4,7,7-trimethylbicyclo[2.2.1]heptan-3-one

27. Bornane, 2-oxo-

28. Camphor (synthetic)

29. Huile De Camphre

30. Chebi:36773

31. 2-kamfanon

32. Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-

33. Dl-bornan-2-one

34. (-)-alcanfor

35. Norcamphor, 1,7,7-trimethyl-

36. Camphor, (1r,4r)-(+)-

37. Synthetic Camphor

38. 1,7,7-trimethylbicyclo(2.2.1)heptan-2-one

39. Camphor Oil

40. Camphor Powder

41. Formosa

42. Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (.+/-.)-

43. Japan Camphor

44. Camphor (usp)

45. Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1r)-

46. Racemic Camphor

47. Disperseyellow3

48. Dl-2-bornanone

49. Heet (salt/mix)

50. Dextro,laevo-camphor

51. Sarna (salt/mix)

52. (?)-camphor

53. Dl-camphor (jp17)

54. (.+/-.)-camphor

55. Camphor Powder - Synthetic

56. (1rs,4rs)-1,7,7-trimethylbicyclo(2.2.1)heptan-2-one

57. Dsstox_cid_10955

58. Dsstox_rid_78860

59. Dsstox_gsid_30955

60. Schembl16068

61. Camphor, (.+/-.)-

62. Mls001055495

63. Chembl15768

64. Divk1c_000724

65. Gtpl2422

66. Dtxsid5030955

67. Hms502e06

68. Kbio1_000724

69. Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1s)-

70. Ninds_000724

71. Hms2268a06

72. Hms3885j06

73. Hy-n0808

74. Tox21_200237

75. Bbl012963

76. Mfcd00074738

77. S3851

78. S4516

79. Stk803534

80. ( Inverted Exclamation Marka)-camphor

81. Akos000118728

82. Akos022060577

83. Ac-5284

84. Ccg-266237

85. Ccg-266238

86. Db14156

87. Lmpr0102120001

88. Un 2717

89. Cas-76-22-2

90. Idi1_000724

91. Ncgc00090681-05

92. Ncgc00090730-01

93. Ncgc00090730-02

94. Ncgc00090730-05

95. Ncgc00257791-01

96. Ac-15523

97. Smr000386909

98. Vs-03622

99. (1r,4r)-1,7,7-trimethylnorbornan-2-one

100. Db-051377

101. Db-056037

102. Db-070734

103. C1251

104. Cs-0009813

105. Ft-0607017

106. Ft-0607018

107. Ft-0608303

108. 4,7,7-trimethyl-3-bicyclo[2.2.1]heptanone

109. 1,7,7-trimethyl-bicyclo[2.2.1]heptan-6-one

110. C00809

111. C18369

112. D00098

113. E75814

114. 1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

115. A838646

116. Q181559

117. Q-200784

118. W-109539

119. W-110530

120. (+/-)-1,7,7-trimethyl-bicyclo[2,2,1]heptane-2-one

121. F0001-0763

122. Z940713494

2.3 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 152.23 g/mol
Molecular Formula C10H16O
XLogP32.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass152.120115130 g/mol
Monoisotopic Mass152.120115130 g/mol
Topological Polar Surface Area17.1 Ų
Heavy Atom Count11
Formal Charge0
Complexity217
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Anti-Infective Agents, Local

National Library of Medicine's Medical Subject Headings online file (MeSH, 2014); Available from, as of July 31, 2014: https://www.nlm.nih.gov/cgi/mesh/2014/MB_cgi?term=Camphor


It /SRP: was formerly/ used ... In humans for inflamed joints, sprains, and rheumatic and other inflammatory conditions such as colds in throat and chest. ... patient may feel improved /however/ inflammation is not affected.

Osol, A. (ed.). Remington's Pharmaceutical Sciences. 16th ed. Easton, Pennsylvania: Mack Publishing Co., 1980., p. 724


MEDICATION (VET): Locally, camphor is weakly antiseptic and has a rubefacient action when applied to skin. It is a common ingredient of many liniments.

Jones, L.M., et al. Veterinary Pharmacology & Therapeutics. 4th ed. Ames: Iowa State University Press, 1977., p. 414


MEDICATION (VET): /Camphor/ ... As a steam inhalant has been popular in respiratory diseases of horses and poultry. Orally, it has been popular in antiferment and carminative mixtures for calf scours, and in expectorant mixtures.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 74


For more Therapeutic Uses (Complete) data for CAMPHOR (10 total), please visit the HSDB record page.


4.2 Drug Warning

Keep pharmaceutical preparations and moth-repellents out of the reach of children and irresponsible people. Label camphorated oil appropriately to avoid mistaking it for castor oil and cough syrups. Do not place camphor ointments into infants' nostrils. Do not use the rubefacient on abraded skin.

IPCS; Poisons Information Monograph 095: Camphor. (Date of last update: May 1989). Available from, as of June 30, 2014: https://www.inchem.org/documents/pims/pharm/camphor.htm#SectionTitle:1.5%20Brand%20names,%20Trade%20na


Camphor and camphor containing products should be avoided in children who have a history of febrile convulsions or other predisposing factors for convulsions.

National Poisons Information Service Center, United Kingdom; Poisons Information Monograph: Camphor. (March 1996). Available from, as of June 30, 2014: https://www.inchem.org/documents/ukpids/ukpids/ukpid19.htm


Camphor should not be applied to the nostrils of infants even in small quantities, as this may cause immediate collapse.

SWEETMAN, S.C. (ed.) Martindale-The Complete Drug Reference. 36th ed. London: The Pharmaceutical Press, 2009., p. 2273


The UK Committee on the Review of Medicines recommended that camphor should not be included in products intended for the treatment of hepatic and biliary disorders, gallstones, colic, renal disorders, urinary tract infections, or ureteral stones. The use of camphor parenterally or as irrigants was considered undesirable due to the associated safety hazard.

SWEETMAN, S.C. (ed.) Martindale-The Complete Drug Reference. 36th ed. London: The Pharmaceutical Press, 2009., p. 2273


For more Drug Warnings (Complete) data for CAMPHOR (11 total), please visit the HSDB record page.


4.3 Minimum/Potential Fatal Human Dose

...fatalities in children have been recorded from 1g.

SWEETMAN, S.C. (ed.) Martindale-The Complete Drug Reference. 36th ed. London: The Pharmaceutical Press, 2009., p. 2273


...The literature from 1964-1983 /was reviewed/, and... the mean dose ingested by patients with major symptoms /was/ 124 mg/kg, with the mean dose in fatal cases being 199 mg/kg. /It was/... suggested, based on /the/ analysis of these figures, that patients ingesting <10 mg/kg of camphor and displaying no symptoms required no treatment. Adults have survived ingestions of up to 42 g, but usually doses in excess of 2 g produce dangerous effects. Fatal doses in children have ranged from 0.7-1.0 g.

National Poisons Information Service Center, United Kingdom; Poisons Information Monograph: Camphor. (March 1996). Available from, as of June 30, 2014: https://www.inchem.org/documents/ukpids/ukpids/ukpid19.htm


Dosages exceeding 2.0 grams have been reported to be /CNS depressant/ and may cause convulsions, delirium, hallucinations, and death.

McGuffin M, Hobbs C et al., eds; American Herbal Products Association's Botanical Safety Handbook. p. 31 (1997)


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Infective Agents, Local

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)


5.2 Absorption, Distribution and Excretion

Camphor is rapidly absorbed from the mucous membranes and the gastrointestinal tract. ... It is also absorbed through inhalation, through dermal application, and by nasal instillation.

Ford MD, Delaney KA, Ling LJ, Erickson T; Clinical Toxicology. W.B. Saunders Company., Philadelphia, PA. 2001, p. 339


... after camphor ingestion by mothers ... camphor was detectable in maternal blood 15 min after ingestion, but not after 8 hr. At delivery 36 hr later ... it was present in amnionic fluid, cord and fetal blood and fetal brain, liver and kidneys.

Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. III-85


Alimentary absorption of pure camphor, or of alcohol solution ... is quite rapid, but from the oil preparation absorption is constant. Camphor is ... slowly absorbed from sc or im depots.

Thienes, C., and T.J. Haley. Clinical Toxicology. 5th ed. Philadelphia: Lea and Febiger, 1972., p. 16


Absorbed camphor is mainly eliminated as the oxidized camphorol in the urine, although some appears in the breath, sweat, and feces.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 74


For more Absorption, Distribution and Excretion (Complete) data for CAMPHOR (7 total), please visit the HSDB record page.


5.3 Metabolism/Metabolites

In the liver microsomes of female mice, two induction phases during inhalation of DL-camphor were found. During the first 24 hr the apparent molar activity of the ethylumbelliferone dealkylase decreased. In the second phase, the molar ethylumbelliferone dealkylase activity was constant.

Mohn G; Different phases of hydroxylase induction in liver microsomes of female mice during inhalation of cyclohexane and D,L-camphor; Microsomes Drug Oxid, Proc Int Symp, 3rd: 59-66 (1977)


The metabolism of (+)-camphor and (-)-camphor was investigated in rabbits after administration /through/ stomach tube; metabolites of (+)-camphor were (+)-borneol, (+)-5-endo-hydroxycamphor, and (+)-3-endohydroxycamphor.

ROBERTSON JS, HUSSAIN M; METABOLISM OF CAMPHORS AND RELATED COMPOUNDS; BIOCHEM J 113 (1): 57-65 (1969)


Camphor is rapidly oxidized to campherols (2-hydroxycamphor and 3-hydroxycamphor), and then conjugated in the liver to the glucuronide form. Camphor-related metabolites are relatively fat-soluble and may accumulate in fatty tissue.

IPCS; Poisons Information Monograph 095: Camphor. (Date of last update:May 1989). Available from, as of June 30, 2014: https://www.inchem.org/documents/pims/pharm/camphor.htm#SectionTitle:1.5%20Brand%20names,%20Trade%20na


5.4 Biological Half-Life

167 minutes (200 mg camphor ingested alone); 93 minutes (200 mg camphor ingested with a solvent - Tween 80).

National Poisons Information Service Center, United Kingdom; Poisons Information Monograph: Camphor. (March 1996). Available from, as of June 30, 2014: https://www.inchem.org/documents/ukpids/ukpids/ukpid19.htm


5.5 Mechanism of Action

Camphor is a naturally occurring compound that is used as a major active ingredient of balms and liniments supplied as topical analgesics. ... Capsaicin and menthol, two other topically applied agents widely used for similar purposes, are known to excite and desensitize sensory nerves by acting on two members of transient receptor potential (TRP) channel superfamily: heat-sensitive TRP vanilloid subtype 1 (TRPV1) and cold-sensitive TRP channel M8, respectively. Camphor has recently been shown to activate TRPV3, and here /investigators/ show that camphor also activates heterologously expressed TRPV1, requiring higher concentrations than capsaicin. Activation was enhanced by phospholipase C-coupled receptor stimulation mimicking inflamed conditions. Similar camphor-activated TRPV1-like currents were observed in isolated rat DRG neurons and were strongly potentiated after activation of protein kinase C with phorbol-12-myristate-13-acetate. Camphor activation of rat TRPV1 was mediated by distinct channel regions from capsaicin, as indicated by camphor activation in the presence of the competitive inhibitor capsazepine and in a capsaicin-insensitive point mutant. Camphor did not activate the capsaicin-insensitive chicken TRPV1. TRPV1 desensitization is believed to contribute to the analgesic actions of capsaicin. /The authors/ found that, although camphor activates TRPV1 less effectively, camphor application desensitized TRPV1 more rapidly and completely than capsaicin. Conversely, TRPV3 current sensitized after repeated camphor applications, which is inconsistent with the analgesic role of camphor. /Investigators/ also found that camphor inhibited several other related TRP channels, including ankyrin-repeat TRP 1 (TRPA1). The camphor-induced desensitization of TRPV1 and block of TRPA1 may underlie the analgesic effects of camphor.

PMID:16192383 Xu H et al; J Neurosci. 25(39):8924-37 (2005).


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