D-Glucose

Base Information

• Chemical Name: D-Glucose
• CAS No.: 2280-44-6
• Molecular Formula: C6H12 O6
• Molecular Weight: 180.158
• European Community (EC) Number: 218-914-5,607-980-4,807-615-0,807-616-6
• DSSTox Substance ID: DTXSID501015215,DTXSID901015217
• Nikkaji Number: J213.160I
• Wikipedia: Glucose
• Wikidata: Q23905964
• NCI Thesaurus Code: C2831
• RXCUI: 4850
• Metabolomics Workbench ID: 37084
• ChEMBL ID: CHEMBL1222250
• Mol file: 2280-44-6.mol

Synonyms:Anhydrous Dextrose;D Glucose;D-Glucose;Dextrose;Dextrose, Anhydrous;Glucose;Glucose Monohydrate;Glucose, (alpha-D)-Isomer;Glucose, (beta-D)-Isomer;Glucose, (DL)-Isomer;Glucose, (L)-Isomer;L Glucose;L-Glucose;Monohydrate, Glucose

Chemical Property of D-Glucose

Chemical Property:

• Vapor Pressure: 1.83E-08mmHg at 25°C
• Melting Point: 152-155°C
• Boiling Point: 410.8°C at 760 mmHg
• Flash Point: 202.2°C
• PSA: 110.38000
• Density: 1.732g/cm³
• LogP: -3.22140
• Storage Temp.: Refrigerator
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O)O
• Recent ClinicalTrials: Taste Physiology in Obese Volunteers Before and After Bariatric Surgery
• Recent EU Clinical Trials: A Study to Evaluate the EffIcacy and Safety of XyloCore, a Glucose Sparing Experimental Solution, for Peritoneal Dialysis
• Recent NIPH Clinical Trials: A Randomized Controlled Trial of the Efficacy of Blood Glucose and Diet and Physical Activity Monitoring
• Uses: D-Glucose is a simple sugar that is present in plants. A monosaccharide that may exist in open chain or cyclic conformation if in solution. It plays a vital role in photosynthesis and fuels the energ y required for cellular respiration. D-Glucose is used in various metabolic processes including enzymic synthesis of cyclohexyl-α and β-D-glucosides. Can also be used as a diagnostic tool in detection of type 2 diabetes mellitus and potentially Huntington's disease through analysis of blood-glucose in type 1 diabetes mellitus. Used in enzymic synthesis of cyclohexyl-α and β-D-glucosides

Technology Process of D-Glucose

There total 1242 articles about D-Glucose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

N-hydroxyethylacrylamide (7646-67-5,28156-60-7) + 4-nitrophenyl-β-D-glucoside (2492-87-7) → D-Glucose (2280-44-6) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-acryloyl-2-aminoethyl β-D-glucopyranoside (156884-56-9)

Guidance literature:

With β-glucosidase; In water; at 50 ℃; for 1h; Ionic liquid; Enzymatic reaction;

DOI:10.1039/c7gc03023a

Reference yield:

methanol (67-56-1) + p-nitrophenyl 65-O-benzyl-α-maltopentaoside (115850-12-9) → D-Glucose (2280-44-6) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + methyl 6-O-benzyl-α-D-glucopyranoside (20839-38-7,23392-30-5,23392-33-8,63864-93-7,65309-96-8,65309-99-1,67393-10-6,82264-32-2,23392-32-7)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 2h; Product distribution;

DOI:10.1016/0008-6215(88)84062-X

Reference yield:

4-nitrophenyl-β-D-glucoside (2492-87-7) → D-Glucose (2280-44-6) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0)

Guidance literature:

With β-D-glucosidase; 4-methoxy-phenol; at 30 ℃; Rate constant; hydrolisys at pH=6.7;

DOI:10.1016/S0008-6215(00)81037-X

upstream raw materials:

Daucosterol

astragalin

isoquercetin

Gitoxigenin 3-O-monodigitalosideglucoside, or digitalinum verum

Downstream raw materials:

6-O-Dodecanoyl-α-D-glucose

6-O-(N-Benzyloxycarbonyl-glycyl)-D-glucose

6-O-lauroyl-D-glucopyranose

(2R,3R,4R,5S)-6-[(4,5-Diphenyl-oxazol-2-yl)-hydrazono]-hexane-1,2,3,4,5-pentaol

Refernces

• 1、 Nhiem, Nguyen Xuan,Tai, Bui Huu,Quang, Tran Hong,Kiem, Phan Van,Minh, Chau Van,Nam, Nguyen Hoai,Kim, Jun-Ho,Im, Lee-Rang,Lee, Young-Mi,Kim, Young Ho. "A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-α in activated RAW 264.7 cells". . p. 1777 - 1781. Retrieved 2011.
• 2、 Shikishima, Yasuhiro,Takaishi, Yoshihisa,Honda, Gisho,Ito, Michiho,Takeda, Yoshio,Kodzhimatov, Olimjon K,Ashurmetov, Ozodbek. "Phenylbutanoids and stilbene derivatives of Rheum maximowiczii". . p. 377 - 381. Retrieved 2001.
• 3、 Rinaldi, Roberto,Meine, Niklas,vom Stein, Julia,Palkovits, Regina,Schüth, Ferdi. "Which controls the depolymerization of cellulose in ionic liquids: The solid acid catalyst or cellulose?". . p. 266 - 276. Retrieved 2010.
• 4、 Choi, Jae Sue,Ha, Manh Tuan,Kim, Chung Sub,Kim, Jeong Ah,Kim, Minji,Min, Byung Sun,Park, Se-Eun,Woo, Mi Hee. "Tetra-aryl cyclobutane and stilbenes from the rhizomes of Rheum undulatum and their α-glucosidase inhibitory activity: Biological evaluation, kinetic analysis, and molecular docking simulation". . . Retrieved 2020.
• 5、 Shaveta,Bansal, Neha,Singh, Palwinder. "F-/Cl- mediated microwave assisted breakdown of cellulose to glucose". . p. 2467 - 2470. Retrieved 2014.
• 6、 Ding, Liqin,Zhao, Feng,Chen, Lixia,Jiang, Zhihu,Liu, Yue,Li, Zhuomin,Qiu, Feng,Yao, Xinsheng. "New monoterpene glycosides from Paeonia suffruticosa Andrews and their inhibition on NO production in LPS-induced RAW 264.7 cells". . p. 7243 - 7247. Retrieved 2012.
• 7、 Muto, Mei,Asahina, Haruka,Yoshioka, Tatsufumi,Ozaki, Kazuo,Shibano, Makio. "Evaluation of the chemical quality of Sekkoku (石斛) in current Japanese commercial crude drugs: constituents of Flickingeria xantholeuca (Rchb. f.) A.D. Hawkes". . p. 238 - 248. Retrieved 2017.
• 8、 Xie, Yang,Wang, Jing,Geng, Yan-Mei,Zhang, Zhi,Qu, Yan-Fei,Wang, Guang-Shu. "Pheonolic compounds from the fruits of Viburnum sargentii Koehne". . p. 14377 - 14385. Retrieved 2015.
• 9、 Igarashi, Masayuki,Sawa, Ryuichi,Yamasaki, Manabu,Hayashi, Chigusa,Umekita, Maya,Hatano, Masaki,Fujiwara, Toshinobu,Mizumoto, Kiyohisa,Nomoto, Akio. "Kribellosides, novel RNA 5′-triphosphatase inhibitors from the rare actinomycete Kribbella sp. MI481-42F6". . p. 582 - 589. Retrieved 2017.
• 10、 Prakash, Indra,Chaturvedula, Venkata Sai Prakash. "Structures of Some Novel α-Glucosyl Diterpene Glycosides from the Glycosylation of Steviol Glycosides". . p. 20280 - 20294. Retrieved 2014.