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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
Structure of THREITOL

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

HIDE SMILES / InChI
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

Curator's Comment: alternative metabolism

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P00918
Gene ID: 760.0
Gene Symbol: CA2
Target Organism: Homo sapiens (Human)
Target ID: Q16790
Gene ID: 768.0
Gene Symbol: CA9
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Enantioselective synthesis of 15-epi-haterumalide NA methyl ester and revised structure of haterumalide NA.
2003 Mar 20
Fragmentation study of diastereoisomeric 2-methyltetrols, oxidation products of isoprene, as their trimethylsilyl ethers, using gas chromatography/ion trap mass spectrometry.
2004
Conformational study of erythritol and threitol in the gas state by density functional theory calculations.
2005 Feb 7
Generation of an antibody specific to erythritol, a non-immunogenic food additive.
2006 Sep
Multiple component system of sugars and polyols in the overwintering spruce bark beetle, Ips typographus.
2007 Jun
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
CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle.
2008 Jan
Spatial and seasonal trends in biogenic secondary organic aerosol tracers and water-soluble organic carbon in the southeastern United States.
2008 Jul 15
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
Amino alcohol-based degradable poly(ester amide) elastomers.
2008 May
Exudation of alcohol and aldehyde sugars from roots of defoliated Lolium perenne L. grown under sterile conditions.
2008 Nov
Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation.
2011 Mar 15

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
THREITOL
INCI  
INCI  
Official Name English
THREITOL, D-
Common Name English
THREITOL [INCI]
Common Name English
1,2,3,4-BUTANETETROL, (2R,3R)-
Systematic Name English
D-THREITOL
Brand Name English
1,2,3,4-BUTANETETROL, (R-(R*,R*))-
Common Name English
Classification Tree Code System Code
LOINC 48153-1
Created by admin on Sat Dec 16 20:09:43 GMT 2023 , Edited by admin on Sat Dec 16 20:09:43 GMT 2023
Code System Code Type Description
PUBCHEM
169019
Created by admin on Sat Dec 16 20:09:43 GMT 2023 , Edited by admin on Sat Dec 16 20:09:43 GMT 2023
PRIMARY
MESH
C003460
Created by admin on Sat Dec 16 20:09:43 GMT 2023 , Edited by admin on Sat Dec 16 20:09:43 GMT 2023
PRIMARY
WIKIPEDIA
THREITOL
Created by admin on Sat Dec 16 20:09:43 GMT 2023 , Edited by admin on Sat Dec 16 20:09:43 GMT 2023
PRIMARY
CHEBI
48300
Created by admin on Sat Dec 16 20:09:43 GMT 2023 , Edited by admin on Sat Dec 16 20:09:43 GMT 2023
PRIMARY
FDA UNII
6DN82XBT5M
Created by admin on Sat Dec 16 20:09:43 GMT 2023 , Edited by admin on Sat Dec 16 20:09:43 GMT 2023
PRIMARY
CAS
2418-52-2
Created by admin on Sat Dec 16 20:09:43 GMT 2023 , Edited by admin on Sat Dec 16 20:09:43 GMT 2023
PRIMARY