D-glucose

Identification

Name
D-glucose
Accession Number
DB01914  (EXPT01609, DB11280)
Type
Small Molecule
Groups
Approved
Description

D-glucose is one of the 16 aldohexose stereoisomers and the most commonly occurring isomer of glucose in nature. It is used as fluid replenishment and caloric supply. Made during photosynthesis from water and carbon dioxide, it is the most important energy source for cellular respiration.

Structure
Thumb
Synonyms
  • aldehydo-D-glucose
  • Anhydrous dextrose
  • D-Glucose in linear form
  • D-glucose, anhydrous
  • D(+)-Glucose
  • Dextrose anhydrous
  • Dextrose, anhydrous
  • Glucose
  • Glucose anhydrous
  • Glucose, anhydrous
External IDs
NSC-406891
Product Ingredients
IngredientUNIICASInChI Key
Dextrose monohydrateLX22YL083G77938-63-7SPFMQWBKVUQXJV-BTVCFUMJSA-N
Unapproved/Other Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
DextroseInjection, solution25 g/50mLIntravenousHospira, Inc.1990-09-30Not applicableUs
DextroseInjection, solution25 g/50mLIntravenousGeneral Injectables & Vaccines2010-09-29Not applicableUs
DextroseInjection, solution25 g/50mLIntravenousGeneral Injectables & Vaccines2010-07-01Not applicableUs
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Accusol 35 K2D-glucose (1.33 g) + Calcium Chloride (0.343 g) + Magnesium chloride (0.136 g) + Potassium Chloride (0.199 g) + Sodium Chloride (7.66 g) + Sodium bicarbonate (12.9 g)SolutionHemodialysisChief Medical Supplies LtdNot applicableNot applicableCanada
Accusol 35 K4D-glucose (1.33 g) + Calcium Chloride (0.343 g) + Magnesium chloride (0.136 g) + Potassium Chloride (0.398 g) + Sodium Chloride (7.66 g) + Sodium bicarbonate (12.9 g)SolutionHemodialysisChief Medical Supplies Ltd2007-10-31Not applicableCanada
Cpd SolutionD-glucose (2.32 g) + Citric acid monohydrate (0.327 g) + Trisodium citrate dihydrate (2.63 g) + Sodium phosphate, monobasic, monohydrate (0.222 g)SolutionUnknownLaboratorios Grifols s.a.Not applicableNot applicableCanada
Haemonetics Additive Solution Formula 3 (AS-3)D-glucose (100 mg/mL) + Adenine (3 mg/mL) + Citric acid monohydrate (4.2 mg/mL) + Sodium Chloride (41 mg/mL) + Trisodium citrate dihydrate (58.8 mg/mL) + Sodium phosphate, monobasic, monohydrate (27.6 mg/mL)SolutionExtracorporealHaemonetics Corporation2013-01-10Not applicableUs
Haemonetics Additive Solution Formula 3 (AS-3)D-glucose (100 mg/mL) + Adenine (3 mg/mL) + Citric acid monohydrate (4.2 mg/mL) + Sodium Chloride (41 mg/mL) + Trisodium citrate dihydrate (58.8 mg/mL) + Sodium phosphate, monobasic, monohydrate (27.6 mg/mL)SolutionExtracorporealHaemonetics Corporation2013-01-07Not applicableUs
Haemonetics Anticoagulant Citrate Phosphate Double Dextrose Solution (CP2D)D-glucose (464 mg/mL) + Citric acid monohydrate (32.7 mg/mL) + Trisodium citrate dihydrate (263 mg/mL) + Sodium phosphate, monobasic, monohydrate (22.2 mg/mL)SolutionExtracorporealHaemonetics Corporation2013-01-10Not applicableUs
Ionosol and DextroseDextrose monohydrate (5 g/100mL) + Dipotassium phosphate (100 mg/100mL) + Sodium lactate (280 mg/100mL) + Magnesium chloride (53 mg/100mL) + Potassium Chloride (100 mg/100mL) + Sodium Chloride (180 mg/100mL) + Sodium phosphate, monobasic, monohydrate (16 mg/100mL)Injection, solutionIntravenousHospira, Inc.2011-03-252017-09-09Us
Prismasol 2D-glucose (22.00 g) + Calcium Chloride (5.145 g) + Lactic Acid (5.400 g) + Magnesium chloride (2.033 g) + Potassium Chloride (0.157 g) + Sodium Chloride (6.450 g) + Sodium bicarbonate (3.090 g)SolutionHemodialysis; IntravenousBaxter Laboratories2006-02-21Not applicableCanada
Prismasol 4D-glucose (22.00 g) + Calcium Chloride (5.145 g) + Lactic Acid (5.400 g) + Magnesium chloride (2.033 g) + Potassium Chloride (0.314 g) + Sodium Chloride (6.450 g) + Sodium bicarbonate (3.090 g)SolutionHemodialysis; IntravenousBaxter Laboratories2006-02-21Not applicableCanada
Sag-mannitol SolutionD-glucose (818 mg) + Adenine (16.9 mg) + Mannitol (525 mg) + Sodium Chloride (877 mg)SolutionUnknownLaboratorios Grifols s.a.Not applicableNot applicableCanada
Categories
Not Available
UNII
5SL0G7R0OK
CAS number
50-99-7
Weight
Average: 180.1559
Monoisotopic: 180.063388116
Chemical Formula
C6H12O6
InChI Key
GZCGUPFRVQAUEE-SLPGGIOYSA-N
InChI
InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m0/s1
IUPAC Name
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal
SMILES
[H][[email protected]@](O)(CO)[[email protected]@]([H])(O)[[email protected]]([H])(O)[[email protected]@]([H])(O)C=O

Pharmacology

Indication

Indicated for use as a caloric suply and water replenishment in cases of hypoglycemia or water loss without electrolyte loss.

Structured Indications
Not Available
Pharmacodynamics

Refer to Glucose.

Mechanism of action

Refer to Glucose.

Absorption

Refer to Glucose.

Volume of distribution

Refer to Glucose.

Protein binding

Refer to Glucose.

Metabolism

Refer to Glucose.

Route of elimination

Refer to Glucose.

Half life

Refer to Glucose.

Clearance

Refer to Glucose.

Toxicity

Oral LD50 that leads to toxicity is 25800 mg/kg in rats. Refer to Glucose.

Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference
Not Available
General References
  1. Dailymed Dextrose monohydrate injection label [Link]
External Links
ChemSpider
96749
ChEBI
42758
HET
GLO
Wikipedia
Glucose
ATC Codes
Not Available
AHFS Codes
Not Available
PDB Entries
1XYM
FDA label
Download (142 KB)
MSDS
Download (47 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4Not Yet RecruitingBasic ScienceInsulin Secretion1
4Not Yet RecruitingTreatmentFunctional Disturbance / Physical Activity1
Not AvailableRecruitingBasic ScienceBMI >30 kg/m2 / Hyperinsulinemia / Hypogonadotropic Hypogonadotropism / Infertilities1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
SolutionHemodialysis
Injection, solutionIntravenous25 g/50mL
SolutionExtracorporeal
Injection, solutionIntravenous
SolutionHemodialysis; Intravenous
SolutionUnknown
SolutionIntraperitoneal
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)146 MSDS
water solubilitySolubleMSDS
Predicted Properties
PropertyValueSource
Water Solubility261.0 mg/mLALOGPS
logP-2.4ALOGPS
logP-3.6ChemAxon
logS0.16ALOGPS
pKa (Strongest Acidic)11.8ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area118.22 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity37.35 m3·mol-1ChemAxon
Polarizability16.23 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8269
Blood Brain Barrier+0.5569
Caco-2 permeable-0.8842
P-glycoprotein substrateNon-substrate0.6771
P-glycoprotein inhibitor INon-inhibitor0.9568
P-glycoprotein inhibitor IINon-inhibitor0.9378
Renal organic cation transporterNon-inhibitor0.9388
CYP450 2C9 substrateNon-substrate0.8595
CYP450 2D6 substrateNon-substrate0.8847
CYP450 3A4 substrateNon-substrate0.7206
CYP450 1A2 substrateNon-inhibitor0.8505
CYP450 2C9 inhibitorNon-inhibitor0.9411
CYP450 2D6 inhibitorNon-inhibitor0.9366
CYP450 2C19 inhibitorNon-inhibitor0.942
CYP450 3A4 inhibitorNon-inhibitor0.9065
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9652
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8077
BiodegradationReady biodegradable0.9596
Rat acute toxicity1.0110 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9883
hERG inhibition (predictor II)Non-inhibitor0.9385
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Hexoses
Alternative Parents
Medium-chain aldehydes / Beta-hydroxy aldehydes / Alpha-hydroxyaldehydes / Secondary alcohols / Polyols / Primary alcohols / Organic oxides / Hydrocarbon derivatives
Substituents
Hexose monosaccharide / Medium-chain aldehyde / Beta-hydroxy aldehyde / Alpha-hydroxyaldehyde / Secondary alcohol / Polyol / Organic oxide / Hydrocarbon derivative / Primary alcohol / Carbonyl group
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
aldehydo-glucose, D-glucose (CHEBI:42758)

Enzymes

Kind
Protein
Organism
Streptomyces olivochromogenes
Pharmacological action
Unknown
Actions
Substrate
General Function
Xylose isomerase activity
Specific Function
Involved in D-xylose catabolism.
Gene Name
xylA
Uniprot ID
P15587
Uniprot Name
Xylose isomerase
Molecular Weight
42922.7 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. Bhosale SH, Rao MB, Deshpande VV: Molecular and industrial aspects of glucose isomerase. Microbiol Rev. 1996 Jun;60(2):280-300. [PubMed:8801434]

Drug created on June 13, 2005 07:24 / Updated on October 02, 2017 05:04