General Information of Drug (ID: DMMG2TO)

Drug Name
D-glucose
Synonyms
D-Glucopyranose; Glucopyranose; D-Glc; D-Glcp; Glucodin; Meritose; Clintose L; Roferose ST; CPC hydrate; Clearsweet 95; 2280-44-6; Staleydex 95M; CHEBI:4167; Glucopyranoside; D-Glucopyranoside; Glc; (3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol; Glucopyranose, D-; DSSTox_CID_2910; Glucose solution; D-Glucopyranose, anhydrous; glc-ring; D-glucose-ring; Cartose Cerelose; Staleydex 130; Glucose 40; EINECS 218-914-5; Meritose 200; Glc-OH
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 180.16
Logarithm of the Partition Coefficient (xlogp) -2.6
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 5
Hydrogen Bond Acceptor Count (hbondacc) 6
ADMET Property
Bioavailability
99% of drug becomes completely available to its intended biological destination(s) [2]
Clearance
The clearance of drug is 2.27 +/- 0.37 mL/min/kg [3]
Elimination
The drug is excreted via renal [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 14.3 minutes [4]
Metabolism
The drug is metabolized via substrate-level phosphorylation [5]
Vd
The volume of distribution (Vd) of drug is 10.6 L [4]
Chemical Identifiers
Formula
C6H12O6
IUPAC Name
(3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
Canonical SMILES
C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O)O
InChI
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m1/s1
InChIKey
WQZGKKKJIJFFOK-GASJEMHNSA-N
Cross-matching ID
PubChem CID
5793
ChEBI ID
CHEBI:4167
CAS Number
2280-44-6
UNII
5SL0G7R0OK
DrugBank ID
DB01914
TTD ID
D0C1FY
VARIDT ID
DR00165
INTEDE ID
DR2081

Molecular Interaction Atlas of This Drug


Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Sodium/glucose cotransporter 2 (SLC5A2) DTKNH2D SC5A2_HUMAN Substrate [6]
Glucose transporter type 1, erythrocyte/brain (SLC2A1) DTG3T6X GTR1_HUMAN Substrate [7]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
ADP-dependent glucokinase (ADPGK) DENZGO4 ADPGK_HUMAN Substrate [8]
Brain form hexokinase (HK1) DEDMAGE HXK1_HUMAN Substrate [9]
Alcohol dehydrogenase (ADH) DEKU5HL A4L2V0_LACRE Substrate [10], [11]
D-Lactate dehydrogenase (ldhA) DEQUGC0 A0A1C7BXR3_PSEAI Substrate [12], [13]
Alpha-glucosidase (aglA) DEAMSKV PAGL1_LACP3 Substrate [14]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial (HIBCH) OTU2VHWR HIBCH_HUMAN Protein Interaction/Cellular Processes [15]
60 kDa heat shock protein, mitochondrial (HSPD1) OTTO1Y11 CH60_HUMAN Gene/Protein Processing [16]
Acetyl-CoA carboxylase 1 (ACACA) OT5CQPZY ACACA_HUMAN Gene/Protein Processing [17]
Acetyl-CoA carboxylase 2 (ACACB) OT96UIP1 ACACB_HUMAN Post-Translational Modifications [18]
Acetyl-coenzyme A synthetase 2-like, mitochondrial (ACSS1) OT6C1WQD ACS2L_HUMAN Gene/Protein Processing [19]
Acetyl-coenzyme A synthetase, cytoplasmic (ACSS2) OTB1FZJU ACSA_HUMAN Gene/Protein Processing [19]
Acetylcholinesterase (ACHE) OT2H8HG6 ACES_HUMAN Gene/Protein Processing [20]
Actin, aortic smooth muscle (ACTA2) OTEDLG8E ACTA_HUMAN Gene/Protein Processing [21]
Actin, cytoplasmic 1 (ACTB) OT1MCP2F ACTB_HUMAN Gene/Protein Processing [22]
Adiponectin (ADIPOQ) OTNX23LE ADIPO_HUMAN Protein Interaction/Cellular Processes [15]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4536).
2 Critical Evaluation of Human Oral Bioavailability for Pharmaceutical Drugs by Using Various Cheminformatics Approaches
3 JOKIPII SG, TURPEINEN O: Kinetics of elimination of glucose from the blood during and after a continuous intravenous injection. J Clin Invest. 1954 Mar;33(3):452-8.
4 [Behavior of various blood constituents (glucose, fructose, insulin, lactate, pyruvate, free fatty acids, inorganic phosphate) and the half-life of monosaccharides in plasma after i.v infusion of glucose, fructose, galactose and invert sugar solutions in ruminants. 3. Studies in sheep]. Arch Exp Veterinarmed. 1978;32(5):715-25.
5 Goodman DW: Lisdexamfetamine dimesylate (vyvanse), a prodrug stimulant for attention-deficit/hyperactivity disorder. P T. 2010 May;35(5):273-87.
6 The role of SGLT1 and GLUT2 in intestinal glucose transport and sensing. PLoS One. 2014 Feb 26;9(2):e89977.
7 The SLC2 (GLUT) family of membrane transporters. Mol Aspects Med. 2013 Apr-Jun;34(2-3):121-38.
8 The Structural and functional characterization of mammalian ADP-dependent glucokinase. J Biol Chem. 2016 Feb 19;291(8):3694-704.
9 Nonaggregating mutant of recombinant human hexokinase I exhibits wild-type kinetics and rod-like conformations in solution. Biochemistry. 1999 Jun 29;38(26):8359-66.
10 1,3-Propanediol:NAD+ oxidoreductases of Lactobacillus brevis and Lactobacillus buchneri. Appl Environ Microbiol. 1992 Jun;58(6):2005-10.
11 Aciduric strains of Lactobacillus reuteri and Lactobacillus rhamnosus, isolated from human feces, have strong adhesion and aggregation properties. Probiotics Antimicrob Proteins. 2018 Mar;10(1):89-97.
12 Presence of lactate dehydrogenase and lactate racemase in Megasphaera elsdenii grown on glucose or lactate. Appl Environ Microbiol. 1993 Jan;59(1):255-9.
13 hole-Genome sequence of a Megasphaera elsdenii strain isolated from the gut of a healthy Indian adult subject. Genome Announc. 2017 Oct 19;5(42):e01033-17.
14 Administration of Lactobacillus paracasei ameliorates type 2 diabetes in mice. Food Funct. 2018 Jul 17;9(7):3630-3639.
15 Calorie restriction-induced changes in the secretome of human adipocytes, comparison with resveratrol-induced secretome effects. Biochim Biophys Acta. 2014 Sep;1844(9):1511-22. doi: 10.1016/j.bbapap.2014.04.023. Epub 2014 May 5.
16 Mitochondria are an essential mediator of nitric oxide/cyclic guanosine 3',5'-monophosphate blocking of glucose depletion induced cytotoxicity in human HepG2 cells. Mol Cancer Res. 2007 Sep;5(9):923-32.
17 Metformin leads to accumulation of reactive oxygen species by inhibiting the NFE2L1 expression in human hepatocellular carcinoma cells. Toxicol Appl Pharmacol. 2021 Jun 1;420:115523. doi: 10.1016/j.taap.2021.115523. Epub 2021 Apr 8.
18 Faster lipid -oxidation rate by acetyl-CoA carboxylase 2 inhibition alleviates high-glucose-induced insulin resistance via SIRT1/PGC-1 in human podocytes. J Biochem Mol Toxicol. 2021 Jul;35(7):e22797. doi: 10.1002/jbt.22797. Epub 2021 May 6.
19 Transcriptional Regulation of Human Arylamine N-Acetyltransferase 2 Gene by Glucose and Insulin in Liver Cancer Cell Lines. Toxicol Sci. 2022 Nov 23;190(2):158-172. doi: 10.1093/toxsci/kfac103.
20 Ascorbic acid and protein glycation initro. Chem Biol Interact. 2015 Oct 5;240:154-62.
21 Aberrant Wnt/Beta-Catenin Pathway Activation in Dialysate-Induced Peritoneal Fibrosis. Front Pharmacol. 2017 Oct 30;8:774. doi: 10.3389/fphar.2017.00774. eCollection 2017.
22 Proteomic analysis of proteins associated with cellular senescence by calorie restriction in mesenchymal stem cells. In Vitro Cell Dev Biol Anim. 2012 Mar;48(3):186-95.