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Showing Compound Sucrose (FDB001131)

Record Information
Version1.0
Creation date2010-04-08 22:04:51 UTC
Update date2019-11-26 02:55:58 UTC
Primary IDFDB001131
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSucrose
DescriptionSweetening agent and food source assimilated by most organismsand is also used in food products as a preservative, antioxidant, moisture control agent, stabiliser and thickening agent. Widespread in seeds, leaves, fruits, flowers and roots of plants, where it functions as an energy store for metabolism and as a carbon source for biosynth. Annual world production is in excess of 90 x 106 tons mainly from the juice of sugar cane and sugar beet which contain respectively ca. 20% and ca. 17% of the sugar. Sucrose is found in many foods, some of which are rowanberry, brassicas, calabash, and hedge mustard.
CAS Number57-50-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
alpha-D-Allopyranosyl beta-D-fructofuranosideMeSH
AllosucroseMeSH
(+)-sucrosebiospider
(alpha-d-glucosido)-beta-d-fructofuranosidebiospider
β-d-fructofuranoside, α-d-glucopyranosylbiospider
β-d-fructofuranosyl α-d-glucopyranosidebiospider
1-a-D-Glucopyranosyl-2-b-D-fructofuranosideGenerator
1-alpha-D-glucopyranosyl-2-beta-D-fructofranosidebiospider
1-alpha-d-glucopyranosyl-2-beta-d-fructofuranosidebiospider
1-α-D-glucopyranosyl-2-β-D-fructofuranosideGenerator
alpha-D-Glc-(1->2)-beta-D-Frubiospider
alpha-D-Glc-(1-2)-beta-D-Frubiospider
Alpha-d-glucopyranoside, beta-d-fructofuranosylbiospider
Alpha-d-glucopyranoside, beta-d-fructofuranosyl-biospider
Alpha-d-glucopyranosyl beta-d-fructofuranosidebiospider
Alpha-d-glucopyranosylbeta-d-fructofuranosidebiospider
B -d-fructofuranosyl a-d-glucopyranosidebiospider
b-D-Fructofuranosyl a-D-glucopyranoside, 9CIdb_source
b-D-Fruf-(21)-a-D-glcpGenerator
Beet sugardb_source
beta-D-fructofuranose-(2-1)-alpha-D-glucopyranosidebiospider
Beta-d-fructofuranosyl alpha-d-glucopyranosidebiospider
Beta-d-fructofuranosyl-alpha-d-glucopyranosidebiospider
beta-D-Fruf-(2<->1)-alpha-D-Glcpbiospider
beta-D-Fruf-(21)-alpha-D-glcpChEBI
Cane sugardb_source
D-(+)-saccharosebiospider
D-(+)-sucrosebiospider
D-sucrosebiospider
D(+)-saccharosebiospider
D(+)-sucrosebiospider
Fructofuranoside, alpha-d-glucopyranosyl, beta-dbiospider
Glucopyranoside, beta-d-fructofuranosyl, alpha-dbiospider
SacarosaChEBI
Saccharosedb_source
SaccharumHMDB
SacharoseChEBI
SugarHMDB
Table sugarChEBI
White sugarChEBI
β-D-fruf-(21)-α-D-glcpGenerator
Predicted Properties
PropertyValueSource
Water Solubility824 g/LALOGPS
logP-2.6ALOGPS
logP-4.5ChemAxon
logS0.38ALOGPS
pKa (Strongest Acidic)11.84ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area189.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity68.77 m³·mol⁻¹ChemAxon
Polarizability31.51 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H22O11
IUPAC name2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
InChI IdentifierInChI=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
InChI KeyCZMRCDWAGMRECN-UHFFFAOYSA-N
Isomeric SMILESOCC1OC(CO)(OC2OC(CO)C(O)C(O)C2O)C(O)C1O
Average Molecular Weight342.2965
Monoisotopic Molecular Weight342.116211546
Classification
Description belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Disaccharide
  • C-glycosyl compound
  • Ketal
  • Oxane
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 42.11%; H 6.48%; O 51.42%DFC
Melting PointMp 185-187°DFC
Boiling PointNot Available
Experimental Water Solubility2100 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP-3.70HANSCH,C ET AL. (1995)
Experimental pKa12.6
Isoelectric pointNot Available
Charge0
Optical Rotation[a]D +66.5 (H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (8 TMS)splash10-03xr-0964100000-b1da9d86f314e79e4fbcJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-014i-3551139000-25be8b9e4918e1fd3cb3JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0nt9-9576000000-4af9cf7cb58154231f7bJSpectraViewer
ChemSpider ID5768
ChEMBL IDCHEMBL253582
KEGG Compound IDC00089
Pubchem Compound ID5988
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00258
CRC / DFC (Dictionary of Food Compounds) IDBTP29-X:BTP29-X
EAFUS ID3563
Dr. Duke IDSACCHAROSE|SUCROSE|SUGAR
BIGG ID33807
KNApSAcK IDC00001151
HET IDSUC
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1284821
SuperScent IDNot Available
Wikipedia IDSucrose
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
aggregantDUKE
anti hiccupDUKE
anti ophthalmicDUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
atherogenicDUKE
collyriumDUKE
demulcentDUKE
flatugenicDUKE
hypercholesterolemicDUKE
preservative65255 Substances which are added to food in order to prevent decomposition caused by microbial growth or by undesirable chemical changes.DUKE
sweetener50505 Substance that sweeten food, beverages, medications, etc.DUKE
triglycerigenicDUKE
uricogenicDUKE
vulnerary73336 A drug used in treating and healing of wounds.DUKE
Enzymes
NameGene NameUniProt ID
Alpha-galactosidase AGLAP06280
Sucrase-isomaltase, intestinalSIP14410
Lysosomal alpha-glucosidaseGAAP10253
Maltase-glucoamylase, intestinalMGAMO43451
Neutral alpha-glucosidase CGANCQ8TET4
Pathways
NameSMPDB LinkKEGG Link
Galactose MetabolismSMP00043 map00052
Starch and Sucrose MetabolismSMP00058 map00500
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.