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sucrose

File:Saccharose2.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ4027534· pop 88· linked from 1,543 articles

sucrose

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Also known as saccharose, beta-D-Fruf-(2<->1)-alpha-D-Glcp, (2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol, (2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,4-dihydroxy-2,5-dimethylol-tetrahydrofuran-2-yl]oxy-6-methylol-tetrahydropyran-3,4,5-triol, (2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol, D-Sucrose, b -D-Fructofuranosyl a-D-glucopyranoside, D-(+)-Sucrose

Sucrose is a disaccharide, a sugar composed of glucose and fructose subunits. It is produced naturally in plants and is the main constituent of white sugar. It has the molecular formula .

OverviewAI-generated

Sucrose is a chemical compound with the formula C₁₂H₂₂O₁₁. Its IUPAC name is (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. The substance has a mass of 342.116 and a density of 1.59. It exhibits a melting point of 188 and a decomposition point of 367.

Physical properties include a solubility of 200, a vapor pressure of 0, and a specific rotation of 66.47. The minimum explosive concentration is 45, while the median lethal dose (LD50) is 29.7. The time-weighted average exposure limit is 15. Structural data indicates eight hydrogen bond donors, eleven hydrogen bond acceptors, a topological polar surface area of 190, and an xlogp of -3.7.

Synthesized by Vinony from 30 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C12H22O11
Molecular weight
342.3 g/mol
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
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
InChIKey
CZMRCDWAGMRECN-UGDNZRGBSA-N
XLogP
-3.7
Polar surface area
190 Ų
H-bond donors
8
H-bond acceptors
11
Formal charge
0

via PubChem

Research

98,568 papers

via PubMed

Wikidata facts

Instance of
sweetener
Has part
hydrogen
Mass
342.116
Said to be same as
sugar
Has use
sweetener
Show 20 more facts
Commons category
Sucrose
Commons gallery
Sugar
chemical formula
C₁₂H₂₂O₁₁
NIOSH Pocket Guide ID
0574
density
1.59
minimum explosive concentration
45
decomposition point
320
vapor pressure
0
solubility
200
time-weighted average exposure limit
15
found in taxon
Vitis vinifera
canonical SMILES
C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O
melting point
188
topic has template
Template:Taxonomy/Saccharum
isomeric SMILES
OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O
NCI Thesaurus ID
C68477
subject has role
primary metabolite
safety classification and labelling
Regulation (EC) No. 1272/2008
median lethal dose (LD50)
29.7
specific rotation
66.47
Sources (7)

via Wikidata · CC0

~19 min read

Encyclopedic overview

26 sections
Contents
  • Etymology
  • Physical and chemical properties
  • Structure
  • Thermal and oxidative degradation
  • Hydrolysis
  • Synthesis and biosynthesis of sucrose
  • Chemical synthesis
  • Measurement
  • Sources
  • Production
  • Culinary sugars
  • Mill white
  • Blanco directo
  • White refined
  • Consumption
  • Nutritional information
  • Metabolism of sucrose
  • Tooth decay
  • Glycemic index
  • Gout
  • Sucrose intolerance
  • UN dietary recommendation
  • Religious concerns
  • References
  • Further reading
  • External links

{{chembox | Watchedfields = changed | verifiedrevid = 458434693 | Name = Sucrose | ImageFile1 = Saccharose2.svg | ImageName1 = Haworth projection of sucrose | ImageClass1 = skin-invert-image | ImageFile2 = Sucrose-from-xtal-3D-bs-17.png | ImageName2 = Ball-and-stick model of sucrose | ImageClass2 = bg-transparent | IUPACName = β-D-Fructofuranosyl α-D-glucopyranoside | SystematicName = β-D-arabino-Hex-2-ulofuranosyl α-D-gluco-hexopyranoside (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 | OtherNames = | Section1 = | Section2 = | Section4 = | Section3 = | Section7 = | Section8 = }}

Sucrose is a disaccharide, a sugar composed of glucose and fructose subunits. It is produced naturally in plants and is the main constituent of white sugar. It has the molecular formula .

Excerpted from Wikipedia’s “sucrose” article, available under the CC BY-SA 4.0 licence.

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