MONOTHIOGLYCEROL

Details

Stereochemistry	RACEMIC
Molecular Formula	C3H8O2S
Molecular Weight	108.159
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC(O)CS

InChI

InChIKey=PJUIMOJAAPLTRJ-UHFFFAOYSA-N

InChI=1S/C3H8O2S/c4-1-3(5)2-6/h3-6H,1-2H2

HIDE SMILES / InChI

Molecular Formula	C3H8O2S
Molecular Weight	108.159
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/233897

Monothioglycerol (3-Mercaptopropane-1,2-diol, thioglycerol), is a chemical compound and thiol that is used as a matrix in fast atom bombardment mass spectrometry and liquid secondary ion mass spectrometry.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Dual regulation of skin sensitizer-induced HMOX1 expression by Bach1 and Nrf2: Comparison to regulation of the AKR1C2-ARE element in the KeratinoSens cell line.	2015-11-01	26244607
Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation.	2011-03-15	21222490
CXCL12-mediated guidance of migrating embryonic stem cell-derived neural progenitors transplanted into the hippocampus.	2010-12-31	21209827
Independent interactions of phosphorylated β-catenin with E-cadherin at cell-cell contacts and APC at cell protrusions.	2010-11-30	21152425
Extensive co-operation between the Epstein-Barr virus EBNA3 proteins in the manipulation of host gene expression and epigenetic chromatin modification.	2010-11-15	21085583
Identification of a κ-opioid agonist as a potent and selective lead for drug development against human African trypanosomiasis.	2010-11-15	20696141
Induction of glucose metabolism in stimulated T lymphocytes is regulated by mitogen-activated protein kinase signaling.	2010-11-10	21085672
Thiol-functionalized copolymeric polyesters by lipase-catalyzed esterification and transesterification of 1,12-dodecanedioic acid and its diethyl ester, respectively, with 1-thioglycerol.	2010-10	20495948
Development of a serum-free medium for in vitro expansion of human cytotoxic T lymphocytes using a statistical design.	2010-09-21	20854694
Controlled assembly of Janus nanoparticles.	2010-09-21	20799697
All-trans retinoic acid directs urothelial specification of murine embryonic stem cells via GATA4/6 signaling mechanisms.	2010-07-13	20644631
cpSRP43 is a novel chaperone specific for light-harvesting chlorophyll a,b-binding proteins.	2010-07-09	20498370
Antibacterial nitric oxide-releasing polyester for the coating of blood-contacting artificial materials.	2010-07	20497163
Recovery of CdS nanocrystal defects through conjugation with proteins.	2010-06-15	20429615
The leukemia associated ETO nuclear repressor gene is regulated by the GATA-1 transcription factor in erythroid/megakaryocytic cells.	2010-05-20	20487545
Application of spectroscopic methods for structural analysis of chitin and chitosan.	2010-04-29	20559489
Structure-activity relationships in toll-like receptor-2 agonistic diacylthioglycerol lipopeptides.	2010-04-22	20302301
Effect of Diashis, a polyherbal formulation, in streptozotocin-induced diabetic male albino rats.	2010-01	20532093
Comparative structural, kinetic and inhibitor studies of Trypanosoma brucei trypanothione reductase with T. cruzi.	2010-01	19747949
Chemical validation of trypanothione synthetase: a potential drug target for human trypanosomiasis.	2009-12-25	19828449
A post-modification approach to peptide foldamers.	2009-12-21	20024117
Dissecting the essentiality of the bifunctional trypanothione synthetase-amidase in Trypanosoma brucei using chemical and genetic methods.	2009-11	19558432
Multipotent adult germ-line stem cells, like other pluripotent stem cells, can be killed by cytotoxic T lymphocytes despite low expression of major histocompatibility complex class I molecules.	2009-08-28	19715575
3-Fluoro-salicylaldoxime at 6.5 GPa.	2009-07-25	21583672
Aqueous synthesis and characterization of CdS, CdS:Zn(2+) and CdS:Cu(2+) quantum dots.	2009-05	19131269
An Epstein-Barr virus anti-apoptotic protein constitutively expressed in transformed cells and implicated in burkitt lymphomagenesis: the Wp/BHRF1 link.	2009-03	19283066
Quantum dots for live cell and in vivo imaging.	2009-02	19333416
A comparative study of methylglyoxal metabolism in trypanosomatids.	2009-01	19076214
Studies on optical absorption and photoluminescence of thioglycerol-stabilized CdS quantum dots.	2008-12-15	18541455
Inhibition of HIF-1alpha by the anticancer drug TAS106 enhances X-ray-induced apoptosis in vitro and in vivo.	2008-11-04	18854835
Mechanism-based inactivation of coenzyme B12-dependent diol dehydratase by 3-unsaturated 1,2-diols and thioglycerol.	2008-10	18586770
Conserving, distributing and managing genetically modified mouse lines by sperm cryopreservation.	2008-07-30	18665210
Thermochemical growth of Mn-doped CdS nanoparticles and study of luminescence evolution.	2008-06-04	21825772
Separation properties of novel and commercial polar stationary phases in hydrophilic interaction and reversed-phase liquid chromatography mode.	2008-05	18461572
Primordial germ cell specification from embryonic stem cells.	2008	19107197
Evolutionary patterning: a novel approach to the identification of potential drug target sites in Plasmodium falciparum.	2008	18997863
Growth of semiconducting nanocrystals of CdS and ZnS.	2007-06	17654930
New tensio-active molecules stabilize a human G protein-coupled receptor in solution.	2007-05-15	17445804
Mast cells dysregulate apoptotic and cell cycle genes in mucosal squamous cell carcinoma.	2006-12-19	17177999
Emission properties of colloidal quantum dots on polyelectrolyte multilayers.	2006-08-28	21727547
Manipulation of aqueous growth of CdTe nanocrystals to fabricate colloidally stable one-dimensional nanostructures.	2006-08-09	16881647
A toxicologic review of quantum dots: toxicity depends on physicochemical and environmental factors.	2006-02	16451849
Diastereoisomerism of thiol complexes of arsenic acids and pseudoasymmetry of arsenic: a 1H and 13C NMR study.	2006-02	16358296
The effect of surface attachment on ligand binding: studying the association of Mg2+, Ca2+ and Sr2+ by 1-thioglycerol and 1,4-dithiothreitol monolayers.	2006-01-07	16482256
Effects of bismuth contamination on the growth and activity of soil microorganisms using thiols as model compounds.	2006	16423722
Role of O6-alkylguanine-DNA alkyltransferase in the cytotoxic activity of cloretazine.	2005-11	16275997
Thio arsenosugars in freshwater mussels from the Danube in Hungary.	2005-07	15986048
Nonlinear absorption, scattering and optical limiting studies of CdS nanoparticles.	2005-02-07	19494948
Synthesis and optical properties of thiol-stabilized PbS nanocrystals.	2005-02-01	15667194
Committing embryonic stem cells to early endocrine pancreas in vitro.	2004	15579640

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

1.5 × 10^7 spleen cells/ml were incubated in 3 ml with or without 2-ME or aTG (Monothioglycerol) in serum-free or 5% fetal calf serum (FCS)-containing media. PFC's to sheep red blood cells (SRBC) and trinitrophenyl (TNP) were assayed at day 2 of culture using a modification of the hemolytic plaque assay of Jerne and Nordin. The number of TNP-specific plaques was calculated by subtracting the PFC response to goat red blood cells (GRBC) from the response to TNP-GRBC.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:26:26 GMT 2025` Edited by `admin` on `Mon Mar 31 21:26:26 GMT 2025`
Record UNII	AAO1P0WSXJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THIOGLYCERIN

Preferred Name

English

MONOTHIOGLYCEROL

Systematic Name

English

MONOTHIOGLYCEROL [HSDB]

Common Name

English

3-Mercapto-1,2-propanediol

Systematic Name

English

NSC-5370

Code

English

THIOGLYCEROL [MI]

Common Name

English

1-THIO-DL-GLYCEROL

Common Name

English

MONOTHIOGLYCEROL [II]

Common Name

English

DL-1-THIOGLYCEROL

Common Name

English

1,2-PROPANEDIOL, 3-MERCAPTO-

Systematic Name

English

(±)-3-MERCAPTO-1,2-PROPANEDIOL

Systematic Name

English

.ALPHA.-THIOGLYCEROL

Common Name

English

MONOTHIOGLYCEROL [VANDF]

Common Name

English

THIOGLYCEROL

Systematic Name

English

THIOGLYCEROL [VANDF]

Common Name

English

1-THIOGLYCEROL

Systematic Name

English

MONOTHIOGLYCEROL [MART.]

Common Name

English

Code System Code Type Description

ChEMBL

CHEMBL1398948