CAS 57-50-1|@sucrose|Sucrose|(2R,3S,4R,5R,6S)-2-{[(2R,3R,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

General Information

Structure

Molecular Formula

C₁₂H₂₂O₁₁

Molecular Mass

342.29648

Exact Mass

342.11621152

Charge

0

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+/m0/s1

InChIKey

CZMRCDWAGMRECN-MTNNYNCSSA-N

Canonic Smiles

OC[C@@H]1O[C@]([C@@H]([C@H]1O)O)(CO)O[C@H]1O[C@@H](CO)[C@@H]([C@H]([C@@H]1O)O)O

Isomeric Smiles

OC[C@@H]1O[C@H](O[C@@]2(CO)O[C@@H](CO)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

Calculated Properties

JChem

Acid pKa

11.84128

H Acceptors

11

H Donor

8

LogD (pH = 5.5)

-4.5288353

LogD (pH = 7.4)

-4.5288506

Log P

-4.528835

Molar Refractivity

68.7741

Polarizability

28.969793

Polar Surface Area

189.53

Rotatable Bonds

5

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

-2.63

LOG S

0.38

Solubility (Water)

8.24e+02 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

@sucrose

Synonyms

Sucrose

IUPAC name

(2R,3S,4R,5R,6S)-2-{[(2R,3R,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Names and Identifiers

Registration numbers

PubChem SID

46506134160965939

PubChem CID

46936484

CAS Number

57-50-1

Registration numbers

Properties

Physical Property

Solubility

2100 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

Hydrophobicity(logP)

-3.70 [HANSCH,C ET AL. (1995)]

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB02772

Drug Groups

experimental

Description

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. [PubChem]

References

• Ten S, Maclaren N: Insulin resistance syndrome in children. J Clin Endocrinol Metab. 2004 Jun;89(6):2526-39. [Pubmed]

• Aguilera AA, Diaz GH, Barcelata ML, Guerrero OA, Ros RM: Effects of fish oil on hypertension, plasma lipids, and tumor necrosis factor-alpha in rats with sucrose-induced metabolic syndrome. J Nutr Biochem. 2004 Jun;15(6):350-7. [Pubmed]

• Fukuchi S, Hamaguchi K, Seike M, Himeno K, Sakata T, Yoshimatsu H: Role of fatty acid composition in the development of metabolic disorders in sucrose-induced obese rats. Exp Biol Med (Maywood). 2004 Jun;229(6):486-93. [Pubmed]

• Lombardo YB, Drago S, Chicco A, Fainstein-Day P, Gutman R, Gagliardino JJ, Gomez Dumm CL: Long-term administration of a sucrose-rich diet to normal rats: relationship between metabolic and hormonal profiles and morphological changes in the endocrine pancreas. Metabolism. 1996 Dec;45(12):1527-32. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

Molecule Details

References

PubChem Literature

From Data Sources

• Aguilera AA, Diaz GH, Barcelata ML, Guerrero OA, Ros RM: Effects of fish oil on hypertension, plasma lipids, and tumor necrosis factor-alpha in rats with sucrose-induced metabolic syndrome. J Nutr Biochem. 2004 Jun;15(6):350-7. Pubmed

• Fukuchi S, Hamaguchi K, Seike M, Himeno K, Sakata T, Yoshimatsu H: Role of fatty acid composition in the development of metabolic disorders in sucrose-induced obese rats. Exp Biol Med (Maywood). 2004 Jun;229(6):486-93. Pubmed

• Ten S, Maclaren N: Insulin resistance syndrome in children. J Clin Endocrinol Metab. 2004 Jun;89(6):2526-39. Pubmed

• Lombardo YB, Drago S, Chicco A, Fainstein-Day P, Gutman R, Gagliardino JJ, Gomez Dumm CL: Long-term administration of a sucrose-rich diet to normal rats: relationship between metabolic and hormonal profiles and morphological changes in the endocrine pancreas. Metabolism. 1996 Dec;45(12):1527-32. Pubmed

References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:2489