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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 of MONOTHIOGLYCEROL

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

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

1995
196
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Lipopolycationic telomers for gene transfer: synthesis and evaluation of their in vitro transfection efficiency.
2000 Apr 6
Cloning of phospholipid hydroperoxide glutathione peroxidase (PHGPx) as an anti-apoptotic and growth promoting gene of Burkitt lymphoma cells.
2001
Kinetic constraints for the thiolysis of 4-methyl-5-(pyrazin-2-yl)-1,2-dithiole-3-thione (oltipraz) and related dithiole-3-thiones in aqueous solution.
2001 Aug
CdTe nanocrystals: synthesis, optical characterization, and pseudopotential calculation of the band gap.
2001 Dec
On the binding of complement to solid artificial surfaces in vitro.
2002 Feb
Luminescent CdS quantum dots as selective ion probes.
2002 Oct 1
Reactivity of partially reduced arylhydroxylamine and nitrosoarene metabolites of 2,4,6-trinitrotoluene (TNT) toward biomass and humic acids.
2002 Oct 15
Committing embryonic stem cells to early endocrine pancreas in vitro.
2004
Antioxidant-accelerated oxidative degradation: a case study of transition metal ion catalyzed oxidation in formulation.
2004
Nile red-adsorbed gold nanoparticles for selective determination of thiols based on energy transfer and aggregation.
2004 Jul 1
Synthesis and in vitro evaluation of S-acyl-3-thiopropyl prodrugs of Foscarnet.
2004 Mar 15
Structural and optical investigations of SiO2-CdS core-shell particles.
2004 Oct 1
Synthesis and optical properties of thiol-stabilized PbS nanocrystals.
2005 Feb 1
Nonlinear absorption, scattering and optical limiting studies of CdS nanoparticles.
2005 Feb 7
Thio arsenosugars in freshwater mussels from the Danube in Hungary.
2005 Jul
Role of O6-alkylguanine-DNA alkyltransferase in the cytotoxic activity of cloretazine.
2005 Nov
Effects of bismuth contamination on the growth and activity of soil microorganisms using thiols as model compounds.
2006
Emission properties of colloidal quantum dots on polyelectrolyte multilayers.
2006 Aug 28
Manipulation of aqueous growth of CdTe nanocrystals to fabricate colloidally stable one-dimensional nanostructures.
2006 Aug 9
Mast cells dysregulate apoptotic and cell cycle genes in mucosal squamous cell carcinoma.
2006 Dec 19
A toxicologic review of quantum dots: toxicity depends on physicochemical and environmental factors.
2006 Feb
Diastereoisomerism of thiol complexes of arsenic acids and pseudoasymmetry of arsenic: a 1H and 13C NMR study.
2006 Feb
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 Jan 7
Growth of semiconducting nanocrystals of CdS and ZnS.
2007 Jun
New tensio-active molecules stabilize a human G protein-coupled receptor in solution.
2007 May 15
Evolutionary patterning: a novel approach to the identification of potential drug target sites in Plasmodium falciparum.
2008
Thermochemical growth of Mn-doped CdS nanoparticles and study of luminescence evolution.
2008 Jun 4
Separation properties of novel and commercial polar stationary phases in hydrophilic interaction and reversed-phase liquid chromatography mode.
2008 May
Inhibition of HIF-1alpha by the anticancer drug TAS106 enhances X-ray-induced apoptosis in vitro and in vivo.
2008 Nov 4
Mechanism-based inactivation of coenzyme B12-dependent diol dehydratase by 3-unsaturated 1,2-diols and thioglycerol.
2008 Oct
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 Aug 28
A post-modification approach to peptide foldamers.
2009 Dec 21
Chemical validation of trypanothione synthetase: a potential drug target for human trypanosomiasis.
2009 Dec 25
3-Fluoro-salicylaldoxime at 6.5 GPa.
2009 Jul 25
An Epstein-Barr virus anti-apoptotic protein constitutively expressed in transformed cells and implicated in burkitt lymphomagenesis: the Wp/BHRF1 link.
2009 Mar
Dissecting the essentiality of the bifunctional trypanothione synthetase-amidase in Trypanosoma brucei using chemical and genetic methods.
2009 Nov
Structure-activity relationships in toll-like receptor-2 agonistic diacylthioglycerol lipopeptides.
2010 Apr 22
CXCL12-mediated guidance of migrating embryonic stem cell-derived neural progenitors transplanted into the hippocampus.
2010 Dec 31
Effect of Diashis, a polyherbal formulation, in streptozotocin-induced diabetic male albino rats.
2010 Jan
Comparative structural, kinetic and inhibitor studies of Trypanosoma brucei trypanothione reductase with T. cruzi.
2010 Jan
All-trans retinoic acid directs urothelial specification of murine embryonic stem cells via GATA4/6 signaling mechanisms.
2010 Jul 13
Recovery of CdS nanocrystal defects through conjugation with proteins.
2010 Jun 15
The leukemia associated ETO nuclear repressor gene is regulated by the GATA-1 transcription factor in erythroid/megakaryocytic cells.
2010 May 20
Induction of glucose metabolism in stimulated T lymphocytes is regulated by mitogen-activated protein kinase signaling.
2010 Nov 10
Independent interactions of phosphorylated β-catenin with E-cadherin at cell-cell contacts and APC at cell protrusions.
2010 Nov 30
Thiol-functionalized copolymeric polyesters by lipase-catalyzed esterification and transesterification of 1,12-dodecanedioic acid and its diethyl ester, respectively, with 1-thioglycerol.
2010 Oct
Development of a serum-free medium for in vitro expansion of human cytotoxic T lymphocytes using a statistical design.
2010 Sep 21
Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation.
2011 Mar 15
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 Nov 1
Patents

Patents

04297513
2
04877899
4
05116869
1
05395752
3
05734081
3

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 Sat Dec 16 05:09:02 UTC 2023
Edited
by admin
on Sat Dec 16 05:09:02 UTC 2023
Record UNII
AAO1P0WSXJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MONOTHIOGLYCEROL
HSDB   II   MART.   VANDF  
Systematic Name English
MONOTHIOGLYCEROL [HSDB]
Common Name English
3-Mercapto-1,2-propanediol
Systematic Name English
NSC-5370
Code English
THIOGLYCERIN
INCI  
INCI  
Official Name 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
MI   VANDF  
Systematic Name English
THIOGLYCEROL [VANDF]
Common Name English
1-THIOGLYCEROL
Systematic Name English
THIOGLYCERIN [INCI]
Common Name English
MONOTHIOGLYCEROL [MART.]
Common Name English
Code System Code Type Description
ChEMBL
CHEMBL1398948
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
EVMPD
SUB72519
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
HSDB
2184
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
CHEBI
74537
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
CONCEPT Industrial Aid
CAS
96-27-5
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
WIKIPEDIA
3-Mercaptopropane-1,2-diol
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
NCI_THESAURUS
C77509
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
SMS_ID
100000135869
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
ECHA (EC/EINECS)
202-495-0
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
FDA UNII
AAO1P0WSXJ
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
MESH
C009465
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
RXCUI
1363062
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY RxNorm
EPA CompTox
DTXSID5046512
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
DRUG BANK
DB03864
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
DAILYMED
AAO1P0WSXJ
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
NSC
5370
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
MERCK INDEX
m10758
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY Merck Index
PUBCHEM
7291
Created by admin on Sat Dec 16 05:09:02 UTC 2023 , Edited by admin on Sat Dec 16 05:09:02 UTC 2023
PRIMARY
NIH
NCATS
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