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Identification
NameSucrose
Accession NumberDB02772  (EXPT02977)
TypeSmall Molecule
GroupsExperimental
DescriptionA 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]
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixtures
NameLabellerIngredients
Childrens Emetrol Dye Free GrapeWell Spring Pharmaceutical Corporation
Emetrol CherryPreferred Pharmaceuticals, Inc
Select Brand Anti-nauseaSelect Brand Distributors
SaltsNot Available
Categories
UNIIC151H8M554
CAS number57-50-1
WeightAverage: 342.2965
Monoisotopic: 342.116211546
Chemical FormulaC12H22O11
InChI KeyCZMRCDWAGMRECN-MTNNYNCSSA-N
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
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
SMILES
OC[C@@H]1O[C@](CO)(O[[email protected]]2O[C@@H](CO)[[email protected]](O)[C@@H](O)[C@@H]2O)[[email protected]](O)[[email protected]]1O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Beta-lactamaseProteinunknownNot AvailableEscherichia coli (strain K12)P00811 details
Nitric oxide synthase oxygenaseProteinunknownNot AvailableStaphylococcus aureus (strain MW2)P0A094 details
Lysozyme CProteinunknownNot AvailableHumanP61626 details
Septum formation protein MafProteinunknownNot AvailableBacillus subtilis (strain 168)Q02169 details
GDP-mannose 6-dehydrogenaseProteinunknownNot AvailablePseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)P11759 details
Actin, alpha skeletal muscleProteinunknownNot AvailableHumanP68133 details
Beta-glucosidaseProteinunknownNot AvailableStreptomyces sp.Q59976 details
AmylosucraseProteinunknownNot AvailableNeisseria polysacchareaQ9ZEU2 details
Beta-lactamaseProteinunknownNot AvailableEscherichia coliQ9L5C8 details
Beta-lactamase CTX-MProteinunknownNot AvailableEscherichia coliQ9L5C7 details
Heme oxygenaseProteinunknownNot AvailableCorynebacterium diphtheriae (strain ATCC 700971 / NCTC 13129 / Biotype gravis)P71119 details
Copper transport protein ATOX1ProteinunknownNot AvailableHumanO00244 details
tRNA-splicing ligase RtcB homologProteinunknownNot AvailableHumanQ9Y3I0 details
Orange carotenoid-binding proteinProteinunknownNot AvailableArthrospira maximaP83689 details
Sucrose porinProteinunknownNot AvailableSalmonella typhimuriumP22340 details
LevansucraseProteinunknownNot AvailableBacillus subtilis (strain 168)P05655 details
Beta-lactamase CTX-M-27ProteinunknownNot AvailableEscherichia coliQ840M4 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
References
Synthesis Reference

Francois B. Paul, Pierre F. Monsan, Magali M. C. Remaud, Vincent P. Pelenc, “Process for the enzymatic preparation from sucrose of a mixture of sugars having a high content of isomaltose, and products obtained.” U.S. Patent US4861381, issued April, 1956.

US4861381
General References
  1. Ten S, Maclaren N: Insulin resistance syndrome in children. J Clin Endocrinol Metab. 2004 Jun;89(6):2526-39. [PubMed:15181020 ]
  2. 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:15157941 ]
  3. 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:15169967 ]
  4. 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:8969287 ]
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.8682
Blood Brain Barrier+0.7245
Caco-2 permeable-0.8957
P-glycoprotein substrateNon-substrate0.6386
P-glycoprotein inhibitor INon-inhibitor0.8721
P-glycoprotein inhibitor IINon-inhibitor0.9402
Renal organic cation transporterNon-inhibitor0.8146
CYP450 2C9 substrateNon-substrate0.8747
CYP450 2D6 substrateNon-substrate0.8561
CYP450 3A4 substrateNon-substrate0.6536
CYP450 1A2 substrateNon-inhibitor0.9425
CYP450 2C9 inhibitorNon-inhibitor0.9377
CYP450 2D6 inhibitorNon-inhibitor0.9395
CYP450 2C19 inhibitorNon-inhibitor0.8821
CYP450 3A4 inhibitorNon-inhibitor0.9716
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9258
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.9565
BiodegradationNot ready biodegradable0.7256
Rat acute toxicity1.0936 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9633
hERG inhibition (predictor II)Non-inhibitor0.883
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage forms
FormRouteStrength
SolutionOral
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point185.5 °CPhysProp
water solubility2.1E+006 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-3.70HANSCH,C ET AL. (1995)
Caco2 permeability-5.77ADME Research, USCD
pKa12.6MERCK INDEX (1996)
Predicted Properties
PropertyValueSource
Water Solubility824.0 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity68.77 m3·mol-1ChemAxon
Polarizability31.32 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound 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 ClassOrganooxygen compounds
ClassCarbohydrates and carbohydrate conjugates
Sub ClassGlycosyl compounds
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Disaccharide
  • C-glycosyl compound
  • Oxane
  • Oxolane
  • Secondary alcohol
  • Polyol
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
unknown
General Function:
Beta-lactamase activity
Specific Function:
This protein is a serine beta-lactamase with a substrate specificity for cephalosporins.
Gene Name:
ampC
Uniprot ID:
P00811
Molecular Weight:
41555.3 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Staphylococcus aureus (strain MW2)
Pharmacological action
unknown
General Function:
Nitric-oxide synthase activity
Specific Function:
Catalyzes the production of nitric oxide.
Gene Name:
nos
Uniprot ID:
P0A094
Molecular Weight:
41709.935 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Lysozyme activity
Specific Function:
Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
Gene Name:
LYZ
Uniprot ID:
P61626
Molecular Weight:
16536.885 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
unknown
General Function:
Not Available
Specific Function:
Involved in septum formation.
Gene Name:
maf
Uniprot ID:
Q02169
Molecular Weight:
21295.18 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pharmacological action
unknown
General Function:
Udp-glucose 6-dehydrogenase activity
Specific Function:
Catalyzes the oxidation of guanosine diphospho-D-mannose (GDP-D-mannose) to GDP-D-mannuronic acid, a precursor for alginate polymerization. The alginate layer causes a mucoid phenotype and provides a protective barrier against host immune defenses and antibiotics.
Gene Name:
algD
Uniprot ID:
P11759
Molecular Weight:
47599.155 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Structural constituent of cytoskeleton
Specific Function:
Actins are highly conserved proteins that are involved in various types of cell motility and are ubiquitously expressed in all eukaryotic cells.
Gene Name:
ACTA1
Uniprot ID:
P68133
Molecular Weight:
42050.67 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Streptomyces sp.
Pharmacological action
unknown
General Function:
Beta-glucosidase activity
Specific Function:
Not Available
Gene Name:
bgl3
Uniprot ID:
Q59976
Molecular Weight:
52382.78 Da
Kind
Protein
Organism
Neisseria polysaccharea
Pharmacological action
unknown
General Function:
Cation binding
Specific Function:
Catalyzes the synthesis of alpha-glucan from sucrose. Catalyzes, in addition, sucrose hydrolysis, maltose and maltotriose synthesis by successive transfers of the glucosyl moiety of sucrose onto the released glucose, and finally turanose and trehalulose synthesis, these two sucrose isomers being obtained by glucosyl transfer onto fructose.
Gene Name:
ams
Uniprot ID:
Q9ZEU2
Molecular Weight:
72343.005 Da
Kind
Protein
Organism
Escherichia coli
Pharmacological action
unknown
General Function:
Beta-lactamase activity
Specific Function:
Not Available
Gene Name:
blaCTX-M-9a
Uniprot ID:
Q9L5C8
Molecular Weight:
30951.03 Da
Kind
Protein
Organism
Escherichia coli
Pharmacological action
unknown
General Function:
Involved in beta-lactamase activity
Specific Function:
Not Available
Gene Name:
blaCTX-M-14
Uniprot ID:
Q9L5C7
Molecular Weight:
30980.0 Da
Kind
Protein
Organism
Corynebacterium diphtheriae (strain ATCC 700971 / NCTC 13129 / Biotype gravis)
Pharmacological action
unknown
General Function:
Metal ion binding
Specific Function:
Allows the bacteria to use the host heme as an iron source. Involved in the oxidation of heme and subsequent release of iron from the heme moiety.
Gene Name:
hmuO
Uniprot ID:
P71119
Molecular Weight:
24115.81 Da
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Metallochaperone activity
Specific Function:
Binds and deliver cytosolic copper to the copper ATPase proteins. May be important in cellular antioxidant defense.
Gene Name:
ATOX1
Uniprot ID:
O00244
Molecular Weight:
7401.575 Da
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Vinculin binding
Specific Function:
Catalytic subunit of the tRNA-splicing ligase complex that acts by directly joining spliced tRNA halves to mature-sized tRNAs by incorporating the precursor-derived splice junction phosphate into the mature tRNA as a canonical 3',5'-phosphodiester. May act as an RNA ligase with broad substrate specificity, and may function toward other RNAs.
Gene Name:
RTCB
Uniprot ID:
Q9Y3I0
Molecular Weight:
55209.95 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Arthrospira maxima
Pharmacological action
unknown
General Function:
Photoreceptor activity
Specific Function:
Acts as a blue-light photoreceptor and photo-protectant. Essential for inhibiting damaged induced by excess blue-green light via a process known as non-photochemical quenching (NPQ). Binding carotenoids improves OCP's intrinsic photoprotectant activity by broadening its absorption spectrum and facilitating the dissipation of absorbed energy (PubMed:15751975). In the dark or dim light the stable...
Gene Name:
Not Available
Uniprot ID:
P83689
Molecular Weight:
35347.29 Da
Kind
Protein
Organism
Salmonella typhimurium
Pharmacological action
unknown
General Function:
Porin activity
Specific Function:
Porin for sucrose uptake.
Gene Name:
scrY
Uniprot ID:
P22340
Molecular Weight:
55466.87 Da
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
unknown
General Function:
Levansucrase activity
Specific Function:
Not Available
Gene Name:
sacB
Uniprot ID:
P05655
Molecular Weight:
52970.73 Da
Kind
Protein
Organism
Escherichia coli
Pharmacological action
unknown
General Function:
Involved in beta-lactamase activity
Specific Function:
Not Available
Gene Name:
blaCTX-M-27
Uniprot ID:
Q840M4
Molecular Weight:
30922.0 Da
Comments
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23