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
Synonyms
SynonymSource
alpha-D-Allopyranosyl beta-D-fructofuranosideMeSH, HMDB
AllosucroseMeSH, HMDB
(+)-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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSSucrose, 8 TMS, GC-MS Spectrumsplash10-03xr-0964100000-b1da9d86f314e79e4fbcSpectrum
Predicted GC-MSSucrose, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-3551139000-25be8b9e4918e1fd3cb3Spectrum
Predicted GC-MSSucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0nt9-9576000000-4af9cf7cb58154231f7bSpectrum
Predicted GC-MSSucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_3_50, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_3_53, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_3_55, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_15, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_16, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_17, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_19, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_21, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_23, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_24, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_25, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_27, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_29, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_30, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSucrose, TMS_4_32, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000x-0709000000-09b3d35b7d6a4dc357bf2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001s-3920000000-c84d50bd01956b1b810c2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006w-9410000000-e8dd5d98ff469d52dd332021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002o-0908000000-be3594ef8896c1cb86fb2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6r-9633000000-4209813458884c7aec8e2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-7900000000-3b2f87c483af7aa103ce2021-10-12View Spectrum
NMRNot Available
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
AggregantAn agent that promotes conjugation or collection of particulars into a whole, playing a biological role in blood coagulation and platelet aggregation. Therapeutically, it has applications in wound healing and hemostasis, with key medical uses including treatment of bleeding disorders and prevention of excessive bleeding during surgery.DUKE
Anti hiccupAn agent that relieves hiccups, or the involuntary contraction of the diaphragm, by regulating nerve impulses, often used to treat intractable or persistent hiccups, and sometimes applied in anesthesia and gastroesophageal reflux disease management.DUKE
Anti-ophthalmicAn agent that prevents or treats eye disorders, such as night blindness, inflammation, or dryness, often involving fat-soluble vitamins, particularly Vitamin A, to maintain healthy vision and protect the eyes.DUKE
Anti-oxidant22586 An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.DUKE
AtherogenicAn agent that promotes the formation of fatty plaques in arteries, contributing to atherosclerosis. It plays a biological role in lipid metabolism and vascular disease. Therapeutically, understanding atherogenic mechanisms informs treatments for cardiovascular disease, with key medical applications in managing high cholesterol, hypertension, and preventing heart attacks and strokes.DUKE
CollyriumAn eye cleanser, used to treat eye diseases, reducing inflammation and discomfort, and promoting healing, commonly applied in ophthalmic conditions.DUKE
DemulcentAn agent that forms a soothing film over a mucous membrane, relieving minor pain and inflammation, commonly used to protect and calm irritated tissues in the throat, mouth, and digestive tract.DUKE
FlatugenicAn agent that induces flatulence, increasing gas in the digestive system. Its biological role involves stimulating bowel movements and relieving constipation. Therapeutically, it has applications in managing gastrointestinal disorders. Key medical uses include treating constipation, diverticulitis, and irritable bowel syndrome, promoting regular bowel movements and relieving symptoms.DUKE
HypercholesterolemicA condition characterized by excessive cholesterol in the blood, playing a key role in cardiovascular disease. Therapeutically, hypercholesterolemic agents are used to lower cholesterol levels, with medical applications including the prevention and treatment of atherosclerosis, coronary artery disease, and stroke.DUKE
Preservative65255 An agent that prevents spoilage and extends shelf life, playing a biological role in inhibiting microbial growth. Therapeutically, preservatives are used to prevent contamination and degradation of pharmaceuticals, cosmetics, and food products, ensuring safety and efficacy. Key medical uses include sterilization and stabilization of medical preparations, such as vaccines, ointments, and injectables.DUKE
Sweetener50505 A substance that adds sweetness to food and beverages, often used as a sugar substitute. Its biological role is to stimulate taste receptors, while its therapeutic applications include managing calorie intake and blood sugar levels. Key medical uses include treating diabetes and obesity, as well as reducing tooth decay risk.DUKE
TriglycerigenicAn agent that stimulates triglyceride production, facilitating bidirectional transfer of adipose fat and blood glucose from the liver, with potential therapeutic applications in managing lipid metabolism and glucose homeostasis, and key medical uses in treating dyslipidemia and related metabolic disorders.DUKE
UricogenicAn agent that promotes breakdown of purines, leading to uric acid production, playing a role in gout management and kidney stone prevention, with potential therapeutic applications in treating hyperuricemia and related disorders.DUKE
Vulnerary73336 An agent that promotes wound healing, tissue repair, and skin regeneration. It facilitates the biological process of recovery, reducing inflammation and infection. Therapeutically, vulneraries are used to treat cuts, burns, ulcers, and other skin injuries, supporting the body's natural healing mechanisms and minimizing scarring.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.