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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Enantioselective synthesis of 15-epi-haterumalide NA methyl ester and revised structure of haterumalide NA. | 2003 Mar 20 |
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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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Conformational study of erythritol and threitol in the gas state by density functional theory calculations. | 2005 Feb 7 |
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Generation of an antibody specific to erythritol, a non-immunogenic food additive. | 2006 Sep |
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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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CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle. | 2008 Jan |
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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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Carbonic anhydrase inhibitors: the very weak inhibitors dithiothreitol, beta-mercaptoethanol, tris(carboxyethyl)phosphine and threitol interfere with the binding of sulfonamides to isozymes II and IX. | 2008 Mar 15 |
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Amino alcohol-based degradable poly(ester amide) elastomers. | 2008 May |
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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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Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation. | 2011 Mar 15 |
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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