D-Glucoheptono-1,4-lactone

CAS: 60046-25-5

Ref. TR-G416500

Produktinformation

• Name: D-Glucoheptono-1,4-lactone
• Synonyme: (2?)-D-Glucoheptonic Acid ?-Lactone, Glucoheptonic Acid ?-Lactone, D-Glucoheptonolactone, (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)-

Beschreibung

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),

• Marke: TRC

Chemische Eigenschaften

• Molekulargewicht: 208.17
• Formel: C₇H₁₂O₇
• Farbe/Form: Neat
• InChl: 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-DVKNGEFBSA-N
• SMILES: O=C1O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](O)[C@H]1O