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
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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From strong to fragile glass formers: secondary relaxation in polyalcohols. | 2002 Mar 4 |
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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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Investigation of the binding geometry of a peripheral membrane protein. | 2005 Dec 13 |
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Conformational study of erythritol and threitol in the gas state by density functional theory calculations. | 2005 Feb 7 |
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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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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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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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CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle. | 2008 Jan |
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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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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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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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SUBSTANCE RECORD