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L-xylo-3-hexulose

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Identification
Molecular formula
C6H10O6
CAS number
134-19-4
IUPAC name
(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one
State
State

At room temperature, L-xylo-3-hexulose is in a solid state, generally presenting as a powder or crystalline material. Its physical properties make it stable and handleable under standard conditions.

Melting point (Celsius)
109.00
Melting point (Kelvin)
382.15
Boiling point (Celsius)
233.00
Boiling point (Kelvin)
506.15
General information
Molecular weight
164.16g/mol
Molar mass
164.1560g/mol
Density
1.5400g/cm3
Appearence

L-xylo-3-hexulose appears as a white crystalline powder. This compound exhibits clarity and solidity in its natural form. Depending on the synthesis and purity, the color may vary slightly although it remains largely white.

Comment on solubility

Solubility of (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one

The compound (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one, known for its unique structural features, demonstrates remarkable solubility characteristics.

Key Points of Solubility:

  • Hydrophilicity: The presence of multiple hydroxyl groups (–OH) in the molecule significantly enhances its affinity for water, increasing its overall solubility in aqueous solutions.
  • Polarity: The polar nature of the hydroxyl groups allows for strong hydrogen bonding with water molecules, facilitating the dissolution process.
  • Solvent Compatibility: This compound is likely to be less soluble in non-polar solvents due to its hydrophilic nature, which diminishes its interaction with hydrophobic environments.

In practical terms, one can expect high solubility in polar solvents such as water, making it a feasible candidate for various aqueous applications. According to studies, compounds with similar structures often reveal enhanced solubility profiles due to the synergistic effects of hydroxyl groups contributing to their solvation in polar media.

To summarize, (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one showcases a pronounced propensity for solubility in aqueous environments, catering to a broad range of chemical and biological processes. This trait is especially valuable in pharmaceutical and food chemistry contexts.

Interesting facts

Interesting Facts about (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one

(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one, commonly known in the scientific community for its structural intricacies, exhibits remarkable characteristics that make it a subject of interest in organic chemistry. This compound falls under the category of sugar derivatives, and its unique features contribute to various applications in biochemistry and medicinal chemistry. Some of the most intriguing aspects include:

  • Sugar-like Structure: The compound's tetrahyrdopyran ring structure mirrors that of common sugars, allowing it to interact with various biological systems in significant ways.
  • Potential Biological Activity: Its hydroxyl groups can participate in hydrogen bonding, making it a candidate for biological activity which could have implications in drug design and development.
  • Application in Glycoscience: As a derivative of sugar, it can be utilized in glycoscience research to better understand carbohydrate interactions and their role in cellular processes.
  • Chirality and Stereochemistry: This compound exhibits chirality with multiple stereocenters, markably influencing its reactivity and interaction with biological macromolecules.

Moreover, the presence of multiple hydroxyl groups endows the compound with potential as a *scaffold* in synthetic chemistry, acting as a building block for more complex molecules. The study of this compound not only enhances our understanding of carbohydrate chemistry but also opens doors to innovative applications in therapeutic endeavors.

In the words of a prominent chemist, “The beauty of organic chemistry lies in the ability to transform simple entities into complex marvels of nature.” The exploration of (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one exemplifies this sentiment, serving as a bridge between fundamental science and future innovations.

Synonyms
gluconolactone
90-80-2
delta-gluconolactone
D-glucono-1,5-lactone
Gluconic acid lactone
1,5-Gluconolactone
d-(+)-Glucono-1,5-lactone
Glucono delta-lactone
D-Gluconolactone
D-Gluconic acid lactone
(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one
D-Gluconic acid delta-lactone
1,5-D-Gluconolactone
Gluconic lactone
Glucono delta lactone
Gluconic delta-lactone
D-delta-Gluconolactone
delta-D-Gluconolactone
Deltagluconolactone
(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one
Fujiglucon
D-Gluconic delta-lactone
glucono-delta-lactone
Glucarolactone
beta-Glucono-1,5-lactone
Lysactone
D-Aldonolactone
Riken lactone
D-(+)-Gluconic acid delta-lactone
D-Gluconic acid-delta-lactone
Gluconolactone [USP]
HSDB 488
UNII-WQ29KQ9POT
WQ29KQ9POT
AI3-19578
1335-57-5
EINECS 202-016-5
D-threo-Aldono-1,5-lactone
INS NO.575
DTXSID0026549
glucono-1,5-lactone
CHEBI:16217
INS-575
Gluconic Acid Anhydride
Gluconic acid, delta-lactone, D-
Glucono .delta. lactone
Glucono .delta.-lactone
.delta.-D-Gluconolactone
MFCD00006647
NSC-34393
NSC-758238
Gluconic Acid delta-Lactone
DTXCID406549
4253-68-3
E-575
d-Gluconic acid .delta.-lactone
D-(+)-Gluconic acid |A-lactone
EC 202-016-5
Gluconolactone (USP)
RENACIDIN COMPONENT GLUCONOLACTONE
D-glucono-delta-lactone
NSC 34393
(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one
GLUCONOLACTONE (II)
GLUCONOLACTONE [II]
135820-79-0
GDL
GLUCONOLACTONE (MART.)
GLUCONOLACTONE [MART.]
GLUCONOLACTONE (USP-RS)
GLUCONOLACTONE [USP-RS]
3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-one
Glucolactone
d-gluconic acid d-lactone
GLUCONOLACTONE (USP MONOGRAPH)
GLUCONOLACTONE [USP MONOGRAPH]
CAS-90-80-2
.delta.-Gluconolactone
LGC
D-Gluconic acid-1,5-lactone
D-(+)-Gluconic acid d-lactone
gluconolactones
Gluconic acid lactone (6CI)
NSC34393
delta-Aldonolactone
Gluconate, lactone
NCGC00095002-01
delta gluconolactone
1,2,3,4,5-Pentahydroxycaproic acid delta-lactone
gamma-Gluconolactone
D-(+)-Dextronic acid delta-lactone
D-Glucono-d-lactone
Glucono gamma-lactone
Glucono 1,5-lactone
D-glucono1,5-lactone
gluconic acid d-lactone
delta-delta-Gluconolactone
1,5-delta-Gluconolactone
bmse000230
delta-Gluconic acid lactone
delta-Glucono-delta-lactone
GLUCONOLACTONE [MI]
delta-Glucono-1,5-lactone
delta-Gluconic delta-lactone
SCHEMBL15320
GLUCONOLACTONE [HSDB]
delta-Gluconic acid d-lactone
MLS002207105
D-(+)-Glucono-delta-lactone
D-Gluconic acid 1,5-lactone
GLUCONOLACTONE [WHO-DD]
CHEMBL1200829
CHEBI:24267
HY-I0301R
delta-Gluconic acid 1,5-lactone
delta-Gluconic acid delta-lactone
delta-Gluconic acid-1,5-lactone
delta-Gluconic acid-delta-lactone
D(+)-Gluconic acid gamma-lactone
CS-M3768
D-(+)-Gluconic acid-delta lactone
delta-(+)-Gluconic acid d-lactone
GLUCONO DELTA-LACTONE [FCC]
HY-I0301
GLUCONOLACTONE [ORANGE BOOK]
Tox21_111383
Tox21_200429
BDBM50366565
GLUCONO-DELTA-LACTONE [VANDF]
AKOS016843888
Tox21_111383_1
DB04564
delta-(+)-Gluconic acid-delta lactone
DS-4779
(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-one
NCGC00257983-01
NCGC00344522-01
AC-13150
D-(+)-Glucono-1,5-lactone (Standard)
E575
SMR001306715
GLUCONOLACTONE COMPONENT OF RENACIDIN
G0039
NS00074107
EN300-97037
C00198
D04332
P19765
D-(+)-Gluconic acid delta-lactone, >=99.0%
Gluconolactone, meets USP testing specifications
Q114174
3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-one
D-(+)-Gluconic acid delta-lactone, analytical standard
Z1255427181
A88519CB-A562-4C9C-B925-0A6B1701F841
Gluconolactone, United States Pharmacopeia (USP) Reference Standard
(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydropyran-2-one
(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one (non-preferred name)
(3S,4R,5R,6S)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-2-ONE; GLUCONOLACTONE
202-016-5
D-GLUCONIC ACID DELTA-LACTONE(O'Neil, M.J. (ed.). The Merck Index-An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 793)
GLUCONO DELTA LACTONE(O'Neil, M.J. (ed.). The Merck Index-An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 793)