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Chemistry

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Also known as: 57-48-7, (3s,4r,5r)-1,3,4,5,6-pentahydroxyhexan-2-one, D(-)-fructose, Nevulose, D-levulose, Dl-fructose

Molecular Formula

C₆H₁₂O₆

Molecular Weight

180.16 g/mol

InChI Key

BJHIKXHVCXFQLS-UYFOZJQFSA-N

FDA UNII

6YSS42VSEV

A monosaccharide in sweet fruits and honey that is soluble in water, alcohol, or ether. It is used as a preservative and an intravenous infusion in parenteral feeding.

1 2D Structure

D-(-)-Fructose

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3S,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one

2.1.2 InChI

InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6-/m1/s1

2.1.3 InChI Key

BJHIKXHVCXFQLS-UYFOZJQFSA-N

2.1.4 Canonical SMILES

C(C(C(C(C(=O)CO)O)O)O)O

2.1.5 Isomeric SMILES

C([C@H]([C@H]([C@@H](C(=O)CO)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

6YSS42VSEV

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apir Levulosa

2. Fleboplast Levulosa

3. Fructose

4. Levulosa

5. Levulosa Baxter

6. Levulosa Braun

7. Levulosa Grifols

8. Levulosa Ibys

9. Levulosa Ife

10. Levulosa Mein

11. Levulosa, Apir

12. Levulosa, Fleboplast

13. Levulosado Bieffe Medit

14. Levulosado Braun

15. Levulosado Vitulia

16. Levulose

17. Plast Apyr Levulosa Mein

2.3.2 Depositor-Supplied Synonyms

1. 57-48-7

2. (3s,4r,5r)-1,3,4,5,6-pentahydroxyhexan-2-one

3. D(-)-fructose

4. Nevulose

5. D-levulose

6. Dl-fructose

7. 30237-26-4

8. Methose

9. D-(-)-levulose

10. Arabino-2-hexulose

11. Keto-d-fructose

12. D-fructose, Homopolymer

13. 6yss42vsev

14. Chebi:48095

15. 02t79v874p

16. Furucton

17. Arabino-hexulose

18. Sugar, Fruit

19. Fructose, D-

20. 25702-76-5

21. Fructose [jan]

22. Krystar 300

23. Rel-(3s,4r,5r)-1,3,4,5,6-pentahydroxyhexan-2-one

24. Hi-fructo 970

25. D-(-)-fructose, >=99%

26. Fructose, Pure

27. Fructose Solution

28. Advantose Fs 95

29. D-(-)fructose

30. (+-)-fructose

31. Ccris 3335

32. Fructose [usp:jan]

33. Einecs 200-333-3

34. Unii-6yss42vsev

35. Mfcd00148910

36. Fru-ring

37. Ai3-23514

38. D-fructose-ring

39. Unii-02t79v874p

40. Fructose (van)

41. Fructose,(s)

42. Fud

43. Fructon (tn)

44. D-fructose,(s)

45. Pentahydroxyhexan-2-one

46. Fructose [inci]

47. .alpha.-acrose

48. Fructose [fcc]

49. Fructose [ii]

50. Fructose [mi]

51. Fructose, Dl-

52. D-(-)-fructose, Lr

53. Fructose (jp17/usp)

54. Dl-fructose [mi]

55. Fructose [mart.]

56. Topiramate Impurity E Crs

57. Fructose [usp-rs]

58. Fructose [who-dd]

59. Schembl3965

60. D-(-)-fructose, Bioxtra

61. D-(-)-fructose, Puriss.

62. D-fructose (open Structure)

63. (+/-)-fructose

64. Fructose [ep Impurity]

65. Gtpl4654

66. Fructose [ep Monograph]

67. Chembl1232863

68. Dtxsid5023081

69. Fructose [usp Monograph]

70. Fructose, (+/-)-

71. Hy-n7092

72. Zinc1532049

73. S5176

74. 1,3,4,5,6-pentahydroxyhex-2-one

75. Akos015901521

76. Nsc 760385

77. Glucose Impurity D [ep Impurity]

78. Lactulose Impurity D [ep Impurity]

79. Cs-0008532

80. D-(-)-fructose, For Microbiology, >=99.0%

81. D-(-)-fructose, Tested According To Ph.eur.

82. D00114

83. Wurcs=2.0/1,1,0/[ho122h]/1/

84. A870797

85. D-(-)-fructose, Bioultra, >=99.0% (hplc)

86. D-(-)-fructose, Meets Usp Testing Specifications

87. D-(-)-fructose, Saj Special Grade, >=98.0%

88. Q122043

89. Topiramate Impurity, Fructose- [usp Impurity]

90. (3s,4r,5r)-1,3,4,5,6-

91. Dfa8c62b-e34b-4603-a548-f6a8d25645dd

92. Fructose, European Pharmacopoeia (ep) Reference Standard

93. (3s,4r,5r)-1,3,4,5,6-pentakis(oxidanyl)hexan-2-one

94. Fructose, United States Pharmacopeia (usp) Reference Standard

95. D-(-)-fructose, Meets Analytical Specification Of Ph.??eur., Bp

96. Fructose (constituent Of Cranberry Liquid Preparation) [dsc]

97. Fructose, Pharmaceutical Secondary Standard; Certified Reference Material

98. D-(-)-fructose, Bioreagent, Suitable For Cell Culture, Suitable For Insect Cell Culture

99. D-(-)-fructose, Analytical Standard, Analytical Standard For Fructose Assay Kit, For Use With Enzymatic Assay Kit Fa20

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₆H₁₂O₆
Molecular Weight	180.16 g/mol
XLogP3	-3.2
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	180.06338810 g/mol
Monoisotopic Mass	180.06338810 g/mol
Topological Polar Surface Area	118 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	147
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Sweetening Agents

Substances that sweeten food, beverages, medications, etc., such as sugar, saccharine or other low-calorie synthetic products. (From Random House Unabridged Dictionary, 2d ed) (See all compounds classified as Sweetening Agents.)

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