CAS 60046-25-5

D-Glucoheptono-1,4-lactone

Description:

D-Glucoheptono-1,4-lactone is a cyclic ester derived from D-gluconic acid, characterized by its seven-carbon backbone and a lactone functional group. This compound typically exists as a white to off-white crystalline solid and is soluble in water due to its hydroxyl groups, which can form hydrogen bonds. The lactone structure indicates that it is a cyclic compound, which can influence its reactivity and stability compared to its open-chain form. D-Glucoheptono-1,4-lactone is of interest in various biochemical applications, particularly in the study of carbohydrate metabolism and as a potential intermediate in organic synthesis. Its properties, such as melting point and specific optical rotation, can vary based on factors like purity and environmental conditions. As with many lactones, it may exhibit specific reactivity patterns, including hydrolysis under certain conditions, leading to the formation of the corresponding acid. Overall, D-Glucoheptono-1,4-lactone serves as a valuable compound in both research and industrial applications.

Formula: C₇H₁₂O₇

InChI: InChI=1S/C7H12O7/c8-1-2(9)3(10)6-4(11)5(12)7(13)14-6/h2-6,8-12H,1H2/t2-,3-,4+,5?,6+/m1/s1

InChI key: InChIKey=VIVCRCODGMFTFY-JPRIQSOUSA-N

SMILES: [C@H]([C@@H](CO)O)(O)[C@]1([C@@H](O)C(O)C(=O)O1)[H]

Synonyms:

• (3R,4S,5S)-3,4-dihydroxy-5-[(1R,2R)-1,2,3-trihydroxypropyl]dihydrofuran-2(3H)-one (non-preferred name)
• (4S,5S)-3,4-dihydroxy-5-[(1R,2R)-1,2,3-trihydroxypropyl]dihydrofuran-2(3H)-one (non-preferred name)
• <span class="text-smallcaps">D</span>-Glucoheptono-1,4-lactone
• <span class="text-smallcaps">D</span>-gluco-Heptonic acid, γ-lactone, (2ξ)-
• Glucoheptonic acid, γ-lactone
• alpha-D-Glucoheptonic gamma-lactone
• D-gluco-Heptonic acid, γ-lactone, (2ξ)-
• D-Glucoheptono-1,4-lactone

D-Glucoheptonic acid-1,4-lactone

CAS: 60046-25-5

D-Glucoheptonic acid-1,4-lactone

Color and Shape: White To Off White Powder

Molecular weight: 208.17g/mol

Ref: 54-BIG1120

D-Glucoheptono-1,4-lactone

Controlled Product

CAS: 60046-25-5

Applications It is used in the synthesis of Howiinol A and its analogs. Howiinol A was one of the active antitumor constituents from the root and stem bark of Goniothamus howii (Annonaceae), and it was synthesized in 9 steps from α-D-glucoheptonic γ-lactone. Twenty-six analogs were also synthesized in searching for new antitumor compounds with high potency.
References Dhanvantari, S., et al.: J. Biol. Chem., 275, 29887 (2000), Kjellin, U., et al.: Langmuir, 17, 1941 (2001),

Formula: C₇H₁₂O₇

Color and Shape: Neat

Molecular weight: 208.17

Ref: TR-G416500

D-Glucoheptonic acid-1,4-lactone

CAS: 60046-25-5

D-Glucoheptonic acid-1,4-lactone is a chiral compound that can be used as an enantiomer of the natural sugar glucose. The human liver has been shown to metabolize this compound into proton and an analog of glucofuranose. This means that D-Glucoheptonic acid-1,4-lactone is able to be broken down by glycosidases. D-Glucoheptonic acid-1,4-lactone also inhibits α-L-rhamnosidase and other enzymes responsible for the breakdown of carbohydrates. This inhibition may lead to increased blood glucose levels in humans. D-Glucoheptonic acid-1,4-lactone has been shown to have inhibitory activities against both bacterial and mammalian enzymes. Hydrogen fluoride (HF) was used as a catalyst in the synthesis of this compound with benzylidene acetal

Formula: C₇H₁₂O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 208.17 g/mol

Ref: 3D-MG00664

D-Glucoheptonic Acid-1,4-Lactone pure, 98%

CAS: 60046-25-5

Formula: C₇H₁₂O₇

Purity: min. 98%

Color and Shape: White to off - white, Crystalline powder

Molecular weight: 208.17

Ref: SR-97968

D-Glucoheptono-1,4-lactone

CAS: 60046-25-5

Formula: C₇H₁₂O₇

Molecular weight: 208.17

Ref: ST-EA-CP-A25041