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2D Structure
Also known as: 57-50-1, Saccharose, Sugar, Table sugar, Cane sugar, White sugar
Molecular Formula
C12H22O11
Molecular Weight
342.30  g/mol
InChI Key
CZMRCDWAGMRECN-UGDNZRGBSA-N
FDA UNII
C151H8M554

A nonreducing disaccharide composed of GLUCOSE and FRUCTOSE linked via their anomeric carbons. It is obtained commercially from SUGARCANE, sugar beet (BETA VULGARIS), and other plants and used extensively as a food and a sweetener.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
2.1.2 InChI
InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1
2.1.3 InChI Key
CZMRCDWAGMRECN-UGDNZRGBSA-N
2.1.4 Canonical SMILES
C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O
2.1.5 Isomeric SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)O)O)O)O
2.2 Other Identifiers
2.2.1 UNII
C151H8M554
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Saccharose

2.3.2 Depositor-Supplied Synonyms

1. 57-50-1

2. Saccharose

3. Sugar

4. Table Sugar

5. Cane Sugar

6. White Sugar

7. D-sucrose

8. Saccharum

9. Rohrzucker

10. Microse

11. Beet Sugar

12. Granulated Sugar

13. Rock Candy

14. Amerfand

15. Amerfond

16. Confectioner's Sugar

17. D(+)-sucrose

18. Sucrose, Dust

19. Sucrose, Pure

20. D(+)-saccharose

21. Sacarosa

22. D-(+)-sucrose

23. Beta-d-fructofuranosyl Alpha-d-glucopyranoside

24. Beta-d-fructofuranosyl-alpha-d-glucopyranoside

25. D-saccharose

26. Sucraloxum [inn-latin]

27. D-(+)-saccharose

28. Ccris 2120

29. Hsdb 500

30. Sacharose

31. Alpha-d-glucopyranosyl Beta-d-fructofuranoside

32. Chebi:17992

33. Ai3-09085

34. (alpha-d-glucosido)-beta-d-fructofuranoside

35. Fructofuranoside, Alpha-d-glucopyranosyl, Beta-d

36. Glucopyranoside, Beta-d-fructofuranosyl, Alpha-d

37. (+)-sucrose

38. Alpha-d-glucopyranoside, Beta-d-fructofuranosyl-

39. Nci-c56597

40. Gne-410

41. S-67f

42. 1-alpha-d-glucopyranosyl-2-beta-d-fructofuranoside

43. Alpha-d-glucopyranoside, Beta-d-fructofuranosyl

44. C151h8m554

45. Nsc-406942

46. Beta-d-fruf-(2<->1)-alpha-d-glcp

47. Ncgc00164248-01

48. Sucraloxum

49. Dsstox_cid_1288

50. Nsc 406942

51. Dsstox_rid_76060

52. Dsstox_gsid_21288

53. Polysucrose

54. (2r,3r,4s,5s,6r)-2-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

55. Sucrose [usan:jan]

56. Mfcd00006626

57. Cas-57-50-1

58. (2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

59. Sucrose [jan:nf]

60. Einecs 200-334-9

61. Glc-(1-2)fru

62. Frost Sugar

63. Sucrose,ultrapure

64. Unii-c151h8m554

65. Compressible Sugar

66. Sucrose, Purified

67. Sucrose, Ar

68. Sucrose, Lr

69. Sucrose, Ultrapure

70. Sucrose, Usp

71. Sucrose Acs Grade

72. Sucrose (tn)

73. Sugar Spheres (nf)

74. Sugar,(s)

75. Refined Sugar

76. Sucrose, Acs Reagent

77. Sucrose, Reagent Grade

78. 1af6

79. Sugar, White

80. Sucrose [vandf]

81. Sucrose [hsdb]

82. Sucrose [inci]

83. Sucrose (jp17/nf)

84. Sucrose [fcc]

85. Sucrose [jan]

86. Sugar [vandf]

87. Glc(alpha1->2beta)fru

88. Sucrose [ii]

89. Sucrose [mi]

90. Sucrose [nf]

91. Sucrose Biochemical Grade

92. Sucrose [usp-rs]

93. Sucrose [who-dd]

94. Sucrose, Saj First Grade

95. Saccharum Officinale

96. Sugar, Compressible (nf)

97. Bmse000119

98. Bmse000804

99. Bmse000918

100. Epitope Id:153236

101. Sucrose, >=99.5%

102. Sucrose, Jis Special Grade

103. White Soft Sugar (jp17)

104. Sucrose, Analytical Standard

105. Sucrose, Cell Culture Tested

106. Sugar, Confectioner's (nf)

107. 1-alpha-d-glucopyranosyl-2-beta-d-fructofranoside

108. Sucrose [ep Impurity]

109. Sucrose, P.a., Acs Reagent

110. Sucrose [ep Monograph]

111. Chembl253582

112. Gtpl5411

113. Dtxsid2021288

114. Chebi:65313

115. Sucrose, 1.2m Aqueous Solution

116. Sucrose, Molecular Biology Grade

117. Sucrose, >=99.5% (gc)

118. Alpha-d-glc-(1-2)-beta-d-fru

119. Saccharum Officinale [hpus]

120. Hy-b1779

121. Zinc4217475

122. Tox21_112093

123. Tox21_201397

124. Tox21_300410

125. Bdbm50108105

126. S3598

127. Sucrose, For Electrophoresis, >99%

128. Akos024306988

129. Db02772

130. Sucrose, Bioxtra, >=99.5% (gc)

131. A-d-glucopyranosyl A-d-fructofuranoside

132. B -d-fructofuranosyl A-d-glucopyranoside

133. Ncgc00164248-02

134. Ncgc00164248-03

135. Ncgc00164248-05

136. Ncgc00254237-01

137. Ncgc00258948-01

138. 92004-84-7

139. Sucrose, Meets Usp Testing Specifications

140. Sucrose, Vetec(tm) Reagent Grade, 99%

141. D-saccharose 1000 Microg/ml In Methanol

142. Alpha-d-glucopyranosylbeta-d-fructofuranoside

143. Cs-0013810

144. S0111

145. Sucrose, Grade I, Plant Cell Culture Tested

146. Sucrose, Grade Ii, Plant Cell Culture Tested

147. C00089

148. D00025

149. D70407

150. Sucrose, For Molecular Biology, >=99.5% (gc)

151. Sucrose

152. ?-d-fructofuranosyl ?-d-glucopyranoside

153. Sr-01000883983

154. Sucrose, Nist(r) Srm(r) 17f, Optical Rotation

155. J-519846

156. Q4027534

157. Sr-01000883983-1

158. Sucrose, For Microbiology, Acs Reagent, >=99.0%

159. Alpha-d-glucopyranosyl-(1->2)-beta-d-fructofuranoside

160. Sucrose, British Pharmacopoeia (bp) Reference Standard

161. Sucrose, European Pharmacopoeia (ep) Reference Standard

162. Sucrose, Vetec(tm) Reagent Grade, Rnase And Dnase Free

163. Z1601554751

164. .beta.-d-fructofuranosyl-.alpha.-d-glucopyranoside

165. Beta-d-fructofuranosyl-(2↔1)-alpha-d-glucopyranoside

166. Sucrose, Analytical Standard, For Enzymatic Assay Kit Sca20

167. .alpha.-d-glucopyranoside, .beta.-d-fructofuranosyl-

168. Sucrose, Anhydrous, Free-flowing, Redi-dri(tm), Acs Reagent

169. Sucrose, Bioultra, For Molecular Biology, >=99.5% (hplc)

170. Sucrose, United States Pharmacopeia (usp) Reference Standard

171. Carbon Isotopes In Sucrose, Nist(r) Rm 8542, Iaea-ch-6 Sucrose

172. Sucrose (constituent Of Cranberry Liquid Preparation) [dsc]

173. Compressible Sugar, United States Pharmacopeia (usp) Reference Standard

174. Sucrose, Puriss., Meets Analytical Specification Of Ph. Eur., Bp, Nf

175. Wurcs=2.0/2,2,1/[a2122h-1a_1-5][ha122h-2b_2-5]/1-2/a1-b2

176. Wurcs=2.0/2,2,1/[ha122h-2b_2-5][a2122h-1a_1-5]/1-2/a2-b1

177. (2r,3r,4s,5s,6r)-2-(((2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

178. (2r,3r,4s,5s,6r)-2-((2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-ylhydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

179. (2r,3r,4s,5s,6r)-2-((2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yloxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

180. (2r,3r,4s,5s,6r)-2-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

181. 8027-47-2

182. 8030-20-4

183. 85456-51-5

184. 86101-30-6

185. 87430-66-8

186. Sucrose, Bioreagent, Suitable For Cell Culture, Suitable For Insect Cell Culture, >=99.5% (gc)

187. Sucrose, Low Endotoxin, Pharmagrade, Usp/nf, Ph Eur, Manufactured Under Appropriate Gmp Controls For Pharma Or Biopharmaceutical Production.

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 342.30 g/mol
Molecular Formula C12H22O11
XLogP3-3.7
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count5
Exact Mass342.11621151 g/mol
Monoisotopic Mass342.11621151 g/mol
Topological Polar Surface Area190 Ų
Heavy Atom Count23
Formal Charge0
Complexity395
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

MEDICATION (VET): ITS ORAL USE IN ACETONEMIA OF CATTLE IS CONTROVERSIAL BUT STILL POPULAR. IT IS OFTEN USED ORALLY WITH VINEGAR...IN EMERGENCY TREATMENT OF ACUTE UREA TOXICITY IN CATTLE. DAILY ORAL USE CAN OCCASIONALLY REDUCE INCIDENCE OF BLOAT IN CATTLE ON SPRING PASTURE LOW IN CARBOHYDRATES.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 561


MEDICATION (VET): 20% ORAL SOLN CAUSE REFLEX CLOSURE OF ESOPHAGEAL GROOVE. ... SUGAR IS OCCASIONALLY USED...TO FACILITATE REDN OF EDEMA & EASE OF REPLACEMENT OF PROLAPSED UTERI IN COWS, EWES, BITCHES, ETC, & HAS BEEN USED LOCALLY ON WOUNDS, FOOT ROT, ETC BY LAYMEN & PROFESSIONALS.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 561


IV ADMIN OF HYPERTONIC SOLN OF SUCROSE HAS BEEN EMPLOYED CHIEFLY TO INITIATE OSMOTIC DIURESIS. SUCH PROCEDURE IS NOT COMPLETELY SAFE & RENAL TUBULAR DAMAGE MAY RESULT, PARTICULARLY IN PATIENTS WITH EXISTING RENAL PATHOLOGY. SAFER & MORE EFFECTIVE DIURETICS ARE AVAILABLE. /FORMER USE/

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1235


4.2 Drug Warning

VET: ORAL ADMIN TO YOUNG ANIMALS UNABLE TO DIGEST IT WILL CAUSE OR ACCENT DIARRHEAS.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 562


4.3 Minimum/Potential Fatal Human Dose

1. 1= PRACTICALLY NONTOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) ABOVE 15 G/KG, MORE THAN 1 QUART (2.2 LB) FOR 70 KG PERSON (150 LB).

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-151


5 Pharmacology and Biochemistry
5.1 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.)