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Chemistry

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Also known as: Methoxybenzene, 100-66-3, Methyl phenyl ether, Benzene, methoxy-, Anisol, Phenyl methyl ether
Molecular Formula
C7H8O
Molecular Weight
108.14  g/mol
InChI Key
RDOXTESZEPMUJZ-UHFFFAOYSA-N
FDA UNII
B3W693GAZH

Anisole
anisole is a natural product found in Peristeria elata, Phallus impudicus, and other organisms with data available.
1 2D Structure

Anisole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
anisole
2.1.2 InChI
InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3
2.1.3 InChI Key
RDOXTESZEPMUJZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=CC=CC=C1
2.2 Other Identifiers
2.2.1 UNII
B3W693GAZH
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anisol

2. Methoxybenzene

3. Methyl Phenyl Ether

4. Phenyl Methyl Ether

2.3.2 Depositor-Supplied Synonyms

1. Methoxybenzene

2. 100-66-3

3. Methyl Phenyl Ether

4. Benzene, Methoxy-

5. Anisol

6. Phenyl Methyl Ether

7. Phenoxymethane

8. Anizol

9. Phenol Methyl Ether

10. Ether, Methyl Phenyl

11. Methoxy-benzene

12. 4-methoxybenzene

13. Hsdb 44

14. Fema No. 2097

15. Methylphenyl Ether

16. Nsc 7920

17. Ether, Methyl Phenyl-

18. B3w693gazh

19. Chebi:16579

20. Nsc-7920

21. Mfcd00008354

22. Benzene, Methoxy

23. Fema Number 2097

24. Einecs 202-876-1

25. Un2222

26. Unii-b3w693gazh

27. Anisole-

28. Ai3-00042

29. 4-methoxy Benzene

30. Anethole,(s)

31. Methyl Phenyl-ether

32. Anisole, 8ci

33. Anisole Methoxybenzene

34. Methoxy-benzeneanisole

35. Anisole-[13c]

36. Anisole [fhfi]

37. Anisole [hsdb]

38. Anisole [fcc]

39. Anisole [mi]

40. Methoxy-benzene (anisol)

41. Anisole [usp-rs]

42. Bmse010217

43. Ec 202-876-1

44. Schembl1205

45. Wln: 1or

46. Anisole, Analytical Standard

47. Methoxylated Aromatic Compound

48. Anisole, Anhydrous, 99.7%

49. Schembl497674

50. Aqualine™ Standard 1.1

51. A Methoxylated Aromatic Compound

52. Chembl278024

53. Dtxsid4041608

54. Schembl12015260

55. Anisole, Reagentplus(r), 99%

56. Nsc7920

57. Chebi:192244

58. Methoxy-benzene (anisol)

59. Anisole, >=99%, Fcc, Fg

60. Zinc897131

61. Amy38503

62. Bdbm50386177

63. Stl263485

64. Anisole 1000 Microg/ml In Methanol

65. Akos000120161

66. Zinc329788065

67. Zinc329788108

68. Ccg-266043

69. Un 2222

70. Anisole [un2222] [flammable Liquid]

71. Ls-13275

72. Db-003588

73. A0492

74. Ft-0628309

75. Ft-0652964

76. Ft-0662229

77. A14924

78. C01403

79. M03556

80. Q312244

81. J-000194

82. F1908-0172

83. Anisole, United States Pharmacopeia (usp) Reference Standard

84. Anisole, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 108.14 g/mol
Molecular Formula C7H8O
XLogP32.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass108.057514874 g/mol
Monoisotopic Mass108.057514874 g/mol
Topological Polar Surface Area9.2 Ų
Heavy Atom Count8
Formal Charge0
Complexity55.4
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

IN SITU PERFUSION IN RAT USED TO STUDY GASTROINTESTINAL ABSORPTION OF 4 FOOD ADDITIVES DERIVED FROM METHOXYBENZENE INCL ANISOLE. CMPD LARGELY WERE ABSORBED FROM DIGESTIVE TRACT BY PASSIVE DIFFUSION. ABSORPTION KINETICS VARY & ARE EXPLAINED BY DIFFERENCES IN LIPOSOLUBILITY.

PMID:1158324 FRITSCH P ET AL; FOOD COSMET TOXICOL 13 (3): 359 (1975)


4.2 Metabolism/Metabolites

ANISOLE YIELDS GUAIACOL, P-METHOXYPHENOL, AND PHENOL IN RABBITS. /FROM TABLE/

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. A-58


SEVERAL STRAINS OF ASPERGILLUS NIGER HYDROXYLATED ANISOLE TO GIVE O-HYDROXYANISOLE AS THE MAIN PRODUCT.

BOCKS SM; PHYTOCHEMISTRY 6 (6): 785 (1967)


... THE MAJOR METABOLITE OF ANISOLE ... /IS/ P-HYDROXYPHENYL METHYL ETHER, WHICH WAS EXCRETED UNCONJUGATED (2%) AND CONJUGATED WITH GLUCURONIC ACID (48%) AND SULFURIC ACID (29%).

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. 2521


... ADMINISTERING ANISOLE TO THE DOG CAUSED AN INCREASE IN THE EXCRETION OF ETHEREAL SULFATE.

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. 2521


For more Metabolism/Metabolites (Complete) data for ANISOLE (7 total), please visit the HSDB record page.


API Reference Price

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06-Jan-2021
31-Oct-2024
KGS
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