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 |
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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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Reductive fragmentation of carbohydrate anomeric alkoxy radicals. Synthesis of alditols with potential utility as chiral synthons. | 2001 Oct 19 |
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Investigation of the binding geometry of a peripheral membrane protein. | 2005 Dec 13 |
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Enthalpy of sublimation in the study of the solid state of organic compounds. Application to erythritol and threitol. | 2005 Sep 29 |
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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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Generation of an antibody specific to erythritol, a non-immunogenic food additive. | 2006 Sep |
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Analysis of the metabolic footprint and tissue metabolome of placental villous explants cultured at different oxygen tensions reveals novel redox biomarkers. | 2008 Aug |
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Spatial and seasonal trends in biogenic secondary organic aerosol tracers and water-soluble organic carbon in the southeastern United States. | 2008 Jul 15 |
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CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle. | 2008 Jun |
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Cutting edge: nonglycosidic CD1d lipid ligands activate human and murine invariant NKT cells. | 2008 May 15 |
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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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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 GMT 2023
by
admin
on
Sat Dec 16 20:09:43 GMT 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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