D-Gulose

Base Information

• Chemical Name: D-Gulose
• CAS No.: 4205-23-6
• Molecular Formula: C6H12O6
• Molecular Weight: 180.158
• Hs Code.: 29400090
• European Community (EC) Number: 224-118-9
• Nikkaji Number: J744.926G
• Wikipedia: Gulose
• Wikidata: Q27106313
• Metabolomics Workbench ID: 53114
• ChEMBL ID: CHEMBL2093058
• Mol file: 4205-23-6.mol

Synonyms:gulose;gulose, (D)-isomer;gulose, (L)-isomer

Chemical Property of D-Gulose

Chemical Property:

• Appearance/Colour: clear colorless to amber viscous liquid
• Vapor Pressure: 1.83E-08mmHg at 25°C
• Refractive Index: 1.635
• Boiling Point: 527.1 °C at 760 mmHg
• PKA: 12.45±0.20(Predicted)
• Flash Point: 286.7 °C
• PSA: 110.38000
• Density: 1.581 g/cm³
• LogP: -3.22140
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Water (Slightly)
• 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:

98%, ^*data from raw suppliers

D-Gulose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

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
• Uses: D-Glucose is a aldohexose sugar that is very rare in nature but has been found in archaea, bacteria and other eukaryotes. Gulose is the C-3 Epimer of galactose (G155250).

Technology Process of D-Gulose

There total 175 articles about D-Gulose 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:

rhamnazin-3-O-β-D-apiosyl-(1→2)-β-D-[6''-(3-hydroxy-3-methylglutaric methyl ester)]glucoside (1414369-64-4) → D-apiose (639-97-4,6477-44-7,42927-70-8) + D-gulose (4205-23-6)

Guidance literature:

With sulfuric acid; In ethanol; for 5h; Reflux;

DOI:10.1007/s10600-012-0376-0

Reference yield:

rhamnazin-3-O-β-D-apiosyl-(1→2)-β-D-[6''-(3-hydroxy-3-methylglutarate)]glucoside (131749-61-6) → D-apiose (639-97-4,6477-44-7,42927-70-8) + D-gulose (4205-23-6)

Guidance literature:

With sulfuric acid; In ethanol; for 5h; Reflux;

DOI:10.1007/s10600-012-0376-0

Reference yield:

homoeriodictyol-7-O-β-D-apiosyl-(1→2)-β-D-glucoside → D-apiose (639-97-4,6477-44-7,42927-70-8) + D-gulose (4205-23-6)

Guidance literature:

With sulfuric acid; In ethanol; for 5h; Reflux;

DOI:10.1007/s10600-012-0376-0

upstream raw materials:

mannitol

para-xylene

water

D-Sorbose

Downstream raw materials:

p-benzosemiquinone radical anion

tetra-O-acetyl-glucopyranosyl bromide

succinic acid

formic acid

Refernces

• 1、 Pan, Zheng-Hong,Ning, De-Sheng,Huang, Si-Si,Wu, Yun-Fei,Ding, Tao,Luo, Lei. "A new picrotoxane sesquiterpene from the berries of Baccaurea ramiflora with antifungal activity against Colletotrichum gloeosporioides". . p. 1323 - 1327. Retrieved 2015.
• 2、 Zhan, Qin,Zhang, Feng,Sun, Lianna,Wu, Zhijun,Chen, Wansheng. "Two new oleanane-type triterpenoids from platycodi radix and anti-proliferative activity in HSC-T6 Cells". . p. 14899 - 14907. Retrieved 2012.
• 3、 Eskander, Jacqueline,Sakka, Ola K.,Harakat, Dominique,Lavaud, Catherine. "Steroidal saponins from the leaves of Yucca de-smetiana and their in vitro antitumor activity: Structure activity relationships through a molecular modeling approach". . p. 4877 - 4885. Retrieved 2013.
• 4、 Mishima, Tomoyuki,Tanaka, Keiko,Tsuge, Haruhito,Sugita, Jun,Nakahara, Michio,Hayakawa, Takashi. "Studies on absorption and hydrolysis of ethyl α-D-glucoside in rat intestine". . p. 7257 - 7261. Retrieved 2005.
• 5、 Mencherini, Teresa,Picerno, Patrizia,Russo, Paola,Meloni, Marisa,Aquino, Rita. "Composition of the fresh leaves and stems of Melissa officinalis and evaluation of skin irritation in a reconstituted human epidermis model". . p. 1512 - 1515. Retrieved 2009.
• 6、 Li, Rui Juan,Yang, Guan E.,Bai, Hong Juan,Zhang, Qiong,Li, Jian Kuan,Li, Qing Shan,Zhang, Zhao Ming. "A new flavonoid glycoside from mistletoe transformed by Rhodobacter sphaeroides". . p. 761 - 764. Retrieved 2012.
• 7、 Song, Yue-Lin,Zhou, Guan-Shen,Zhou, Si-Xiang,Jiang, Yong,Tu, Peng-Fei. "Polygalins D-G, four new flavonol glycosides from the aerial parts of Polygala sibirica L. (Polygalaceae)". . p. 1220 - 1227. Retrieved 2013.
• 8、 Qin, Ze,Zhang, Jin,Chen, Liang,Liu, Shu-Xiang,Zhao, Hai-Feng,Mao, Hui-Min,Zhang, Hong-Yang,Li, De-Fang. "Anti-inflammatory active components of the roots of Datura metel". . p. 392 - 398. Retrieved 2020/03/30.
• 9、 Lin, San-Qing,Zhou, Zhong-Liu,Li, Chun-Yan. "Cyprotuoside C and cyprotuoside D, two new cycloartane glycosides from the rhizomes of Cyperus rotundus". . p. 96 - 100. Retrieved 2018/01/05.