THREONIC ACID, L-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C4H8O5
Molecular Weight	136.1033
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC[C@H](O)[C@@H](O)C(O)=O

InChI

InChIKey=JPIJQSOTBSSVTP-STHAYSLISA-N

InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C4H8O5
Molecular Weight	136.1033
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28306698 | https://www.cancer.gov/publications/dictionaries/cancer-drug/def/magnesium-l-threonate | https://www.ncbi.nlm.nih.gov/pubmed/30829204https://www.ncbi.nlm.nih.gov/pubmed/6684626 | https://www.ncbi.nlm.nih.gov/pubmed/10420182 | http://www.hmdb.ca/metabolites/HMDB0000943

Sodium threonate (threonic acid) is a major breakdown product of ascorbic acid used as a food additive. It is formed in insignificant amounts from ascorbic acid used as a technological aid in the food industry. When administered orally to guinea-pigs (100 mg/kg body weight) for periods of 4 or 28 days, it produced a significant fall in the ascorbic acid concentration of certain organs but was without effect on other physiological and biochemical characteristics. The lifespan of scorbutic guinea-pigs was significantly reduced by dietary threonic acid (100 mg/kg body weight). The results indicate that threonic acid may modify the metabolism of ascorbic acid in guinea-pigs. Threonic acid is a normal component is aqeous humour and blood. Threonic acid is a substrate of L-threonate 3-dehydrogenase in ascorbate and aldarate metabolism pathway.

Approval Year

PubMed

Title	Date	PubMed
Sugars including erythronic and threonic acids in human aqueous humour.	1999 Aug	10420182
Evaluation of a sunscreen photoprotective effect by ascorbic acid assessment in human dermis using microdialysis and gas chromatography mass spectrometry.	2005 Mar	15740589
Chronic dietary magnesium-L-threonate speeds extinction and reduces spontaneous recovery of a conditioned taste aversion.	2013 May	23474371
Magnesium L-threonate prevents and restores memory deficits associated with neuropathic pain by inhibition of TNF-α.	2013 Sep-Oct	24077207
Oral Application of Magnesium-L-Threonate Attenuates Vincristine-induced Allodynia and Hyperalgesia by Normalization of Tumor Necrosis Factor-α/Nuclear Factor-κB Signaling.	2017 Jun	28306698
Distinct metabolomic signature in cerebrospinal fluid in early parkinson's disease.	2017 Oct	28843022
Defective methionine metabolism in the brain after repeated blast exposures might contribute to increased oxidative stress.	2018 Jan	28774719
Neurobehavioral and biochemical effects of magnesium chloride (MgCl2), magnesium sulphate (MgSO4) and magnesium-L-threonate (MgT) supplementation in rats: A dose dependent comparative study.	2019 Jan	30829204

Sample Use Guides

In Vivo Use Guide

Take 4 capsules per day with or without food

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 21:09:04 UTC 2023` Edited by `admin` on `Fri Dec 15 21:09:04 UTC 2023`
Record UNII	75B0PMW2JF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THREONIC ACID, L-

Common Name

English

L-THREONIC ACID

Common Name

English

L-THREONATE

Common Name

English

(2R,3S)-2,3,4-TRIHYDROXY-BUTANOIC ACID

Systematic Name

English

THREONATE

Common Name

English

Code System Code Type Description

FDA UNII

75B0PMW2JF