Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C4H10O4 |
Molecular Weight | 122.1198 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@@H](O)[C@H](O)CO
InChI
InChIKey=UNXHWFMMPAWVPI-QWWZWVQMSA-N
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1
Molecular Formula | C4H10O4 |
Molecular Weight | 122.1198 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Threitol is a four carbon sugar primarily used in the chemical synthesis of other compounds. It is a diastereomer of erythritol an FDA approved low-calorie sweetener. Threitol can be found in meaningful concentrations in the edible fungus Armillaria mellea and is used by some organisms as an antifreeze agent, such as the Alaskan beetle. Threitol is a very weak inhibitor of Carbonic anhydrase. Threitol is the main end product of D-xylose metabolism in humans and deficiency is associated with inborn errors of metabolism.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26957286
Curator's Comment: alternative metabolism
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P00918 Gene ID: 760.0 Gene Symbol: CA2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18295485 |
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Target ID: Q16790 Gene ID: 768.0 Gene Symbol: CA9 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18295485 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Synthesis of erythro and threo furanoid glycals from 1- and 2-phenylselenenyl-carbohydrate derivatives. | 2001 Nov 8 |
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Enantioselective synthesis of 15-epi-haterumalide NA methyl ester and revised structure of haterumalide NA. | 2003 Mar 20 |
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Amplification of dynamic chiral crown ether complexes during cyclic acetal formation. | 2003 Sep 15 |
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Fragmentation study of diastereoisomeric 2-methyltetrols, oxidation products of isoprene, as their trimethylsilyl ethers, using gas chromatography/ion trap mass spectrometry. | 2004 |
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Synthesis of l-lyxo-phytosphingosine and its 1-phosphonate analogue using a threitol acetal synthon. | 2004 Aug 6 |
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Effect of large hydrostatic pressure on the dielectric loss spectrum of type- a glass formers. | 2004 May |
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Mimicking the atmospheric OH-radical-mediated photooxidation of isoprene: formation of cloud-condensation nuclei polyols monitored by electrospray ionization mass spectrometry. | 2006 |
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Determination of the enthalpy of solute-solvent interaction from the enthalpy of solution: aqueous solutions of erythritol and L-threitol. | 2006 May 11 |
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Seasonal variation of 2-methyltetrols in ambient air samples. | 2006 Nov 15 |
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Generation of an antibody specific to erythritol, a non-immunogenic food additive. | 2006 Sep |
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Sugar-alcohol complexes of palladium(II): on the variable rigidity of open-chain carbohydrate ligands. | 2007 Aug 3 |
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Multiple component system of sugars and polyols in the overwintering spruce bark beetle, Ips typographus. | 2007 Jun |
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Reductively aminated D-xylose-albumin conjugate as the immunogen for generation of IgG and IgE antibodies specific to D-xylitol, a haptenic allergen. | 2007 Nov-Dec |
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Exudation of alcohol and aldehyde sugars from roots of defoliated Lolium perenne L. grown under sterile conditions. | 2008 Nov |
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Universal critical-like scaling of dynamic properties in symmetry-selected glass formers. | 2008 Nov 14 |
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Cryoprotectant biosynthesis and the selective accumulation of threitol in the freeze-tolerant Alaskan beetle, Upis ceramboides. | 2009 Jun 19 |
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Aspergillusol A, an alpha-glucosidase inhibitor from the marine-derived fungus Aspergillus aculeatus. | 2009 Nov |
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Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability. | 2010 Jun 17 |
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Urinary metabonomics study in a rat model in response to protein-energy malnutrition by using gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry. | 2010 Nov |
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The complex genetic architecture of the metabolome. | 2010 Nov 4 |
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Differential phenotyping of Brucella species using a newly developed semi-automated metabolic system. | 2010 Oct 23 |
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Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation. | 2011 Mar 15 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 20:09:43 UTC 2023
by
admin
on
Sat Dec 16 20:09:43 UTC 2023
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Record UNII |
6DN82XBT5M
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Record Status |
Validated (UNII)
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Record Version |
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LOINC |
48153-1
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169019
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C003460
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THREITOL
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48300
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6DN82XBT5M
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2418-52-2
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