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timonacic
4-thiazolidine carboxylic acid

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Name:1,3-thiazolidine-4-carboxylic acid
CAS Number: 444-27-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-146-6
FDA UNII: E5913T3IBL
Nikkaji Web:J5.746K
XlogP3-AA:-2.30 (est)
Molecular Weight:133.17019000
Formula:C4 H7 N O2 S
NMR Predictor:Predict (works with chrome, Edge or firefox)
Name:(4R)-1,3-thiazolidine-4-carboxylic acid
CAS Number: 34592-47-7Picture of molecule3D/inchi
Other(deleted CASRN):2928-83-8
ECHA EINECS - REACH Pre-Reg:252-106-3
FDA UNII: KL096K0KXL
Nikkaji Web:J136.608D
XlogP3-AA:-2.30 (est)
Molecular Weight:133.17019000
Formula:C4 H7 N O2 S
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 3.008e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
Thiazolidine-4-carboxylic acid ≥98%
Santa Cruz Biotechnology
For experimental / research use only.
1,3-Thiazolidine-4-carboxylic acid ≥95%
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic ingredient for skin conditioning
Recommendation for timonacic usage levels up to:
 not for fragrance use.
 
Recommendation for timonacic flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):444-27-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :9934
National Institute of Allergy and Infectious Diseases:Data
1,3-thiazolidine-4-carboxylic acid
Chemidplus:0000444279
(4R)-1,3-thiazolidine-4-carboxylic acid
Chemidplus:0034592477
RTECS:XJ5425500 for cas# 34592-47-7
 
References:
 1,3-thiazolidine-4-carboxylic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):9934
Pubchem (sid):134974992
 (4R)-1,3-thiazolidine-4-carboxylic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):93176
Pubchem (sid):135051684
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):D08601
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
4-carboxythiazolidine
4-thiazolidine carboxylic acid
 thiazolidine-4-carboxylic acid
1,3-thiazolidine-4-carboxylic acid
4-thiazolidinecarboxylic acid
 thioproline
 

Articles:

PubMed:Molecular Hybridization-Guided One-Pot Multicomponent Synthesis of Turmerone Motif-Fused 3,3'-Pyrrolidinyl-dispirooxindoles via a 1,3-Dipolar Cycloaddition Reaction.
PubMed:Identification of Protein Thiazolidination as a Novel Molecular Signature for Oxidative Stress and Formaldehyde Exposure.
PubMed:One-Pot Access to a Library of Dispiro Oxindole-pyrrolidine/pyrrolothiazole-thiochromane Hybrids via Three-Component 1,3-Dipolar Cycloaddition Reactions.
PubMed:Quantitation of Thioprolines in Grape Wine by Isotope Dilution-Liquid Chromatography-Tandem Mass Spectrometry.
PubMed:Facile and diastereoselective synthesis of 3,2'-spiropyrrolidine-oxindoles derivatives, their molecular docking and antiproliferative activities.
PubMed:Regio- and stereoselective oxygenation of proline derivatives by using microbial 2-oxoglutarate-dependent dioxygenases.
PubMed:Identification and quantification of antitumor thioproline and methylthioproline in Korean traditional foods by a liquid chromatography-atmospheric pressure chemical ionization-tandem mass spectrometry.
PubMed:Targeting spare CC chemokine receptor 5 (CCR5) as a principle to inhibit HIV-1 entry.
PubMed:Novel spirooxindole-pyrrolidine compounds: synthesis, anticancer and molecular docking studies.
PubMed:Multifaceted mechanisms of HIV inhibition and resistance to CCR5 inhibitors PSC-RANTES and Maraviroc.
PubMed:Anticancer activity and chemoprevention of xenobiotic organosulfurs in preclinical model systems.
PubMed:Role of thioproline on seed germination: interaction ROS-ABA and effects on antioxidative metabolism.
PubMed:Testing of viscous anti-HIV microbicides using Lactobacillus.
PubMed:Effect of radioprotective agents in sporulation medium on Bacillus subtilis spore resistance to hydrogen peroxide, wet heat and germicidal and environmentally relevant UV radiation.
PubMed:Sulfur-containing antioxidants increase in vitro several functions of lymphocytes from mice.
PubMed:Inflammation-related carcinogenesis and prevention in esophageal adenocarcinoma using rat duodenoesophageal reflux models.
PubMed:Murine models of premature ageing for the study of diet-induced immune changes: improvement of leucocyte functions in two strains of old prematurely ageing mice by dietary supplementation with sulphur-containing antioxidants.
PubMed:"Resistance" to PSC-RANTES revisited: two mutations in human immunodeficiency virus type 1 HIV-1 SF162 or simian-human immunodeficiency virus SHIV SF162-p3 do not confer resistance.
PubMed:Cysteine-reactive covalent capture tags for enrichment of cysteine-containing peptides.
PubMed:A method for oral administration of hydrophilic substances to Caenorhabditis elegans: Effects of oral supplementation with antioxidants on the nematode lifespan.
PubMed:Radiation-induced micronucleus formation and DNA damage in human lymphocytes and their prevention by antioxidant thiols.
PubMed:Topically applied recombinant chemokine analogues fully protect macaques from vaginal simian-human immunodeficiency virus challenge.
PubMed:Selection of a simian-human immunodeficiency virus strain resistant to a vaginal microbicide in macaques.
PubMed:Purification, characterization and crystallization of pyrroline-5-carboxylate reductase from the hyperthermophilic archeon Sulfolobus Solfataricus.
PubMed:Targeted delivery of PSC-RANTES for HIV-1 prevention using biodegradable nanoparticles.
PubMed:Chemokine analogues show suitable stability for development as microbicides.
PubMed:Detection of endogenous DNA adducts, O-carboxymethyl-2'-deoxyguanosine and 3-ethanesulfonic acid-2'-deoxycytidine, in the rat stomach after duodenal reflux.
PubMed:[Role of interaction of metabolism pathways of formaldehyde and nitric oxide in the mechanism of their toxic effect. 3. Main metabolism sites of formaldehyde and nitric oxide mediating their effect].
PubMed:Semisynthetic analogues of PSC-RANTES, a potent anti-HIV protein.
PubMed:Highly potent HIV inhibition: engineering a key anti-HIV structure from PSC-RANTES into MIP-1 beta/CCL4.
PubMed:Ingestion of thioproline suppresses rat esophageal adenocarcinogenesis caused by duodenogastroesophageal reflux.
PubMed:Natural variation in the V3 crown of human immunodeficiency virus type 1 affects replicative fitness and entry inhibitor sensitivity.
PubMed:HIV-1 subtype A envelope variants from early in infection have variable sensitivity to neutralization and to inhibitors of viral entry.
PubMed:C34, a membrane fusion inhibitor, blocks HIV infection of langerhans cells and viral transmission to T cells.
PubMed:Dietary thioproline decreases spontaneous food intake and increases survival and neurological function in mice.
PubMed:Crystal structure of human pyrroline-5-carboxylate reductase.
PubMed:Menopause: a review on the role of oxygen stress and favorable effects of dietary antioxidants.
PubMed:Impact of cis-proline analogs on peptide conformation.
PubMed:Thioproline prevents carcinogenesis in the remnant stomach induced by duodenal reflux.
PubMed:Generation and properties of a human immunodeficiency virus type 1 isolate resistant to the small molecule CCR5 inhibitor, SCH-417690 (SCH-D).
PubMed:Topical microbicides become topical.
PubMed:Thiolic antioxidant supplementation of the diet reverses age-related behavioural dysfunction in prematurely ageing mice.
PubMed:Improvement of the macrophage functions in prematurely ageing mice by a diet supplemented with thiolic antioxidants.
PubMed:Prevention of vaginal SHIV transmission in rhesus macaques through inhibition of CCR5.
PubMed:Medicine. Microbicide shuts the door on HIV.
PubMed:Thioproline inhibits development of esophageal adenocarcinoma induced by gastroduodenal reflux in rats.
PubMed:A diet supplemented with thiolic anti-oxidants improves leucocyte function in two strains of prematurely ageing mice.
PubMed:Effects of N-acetylcysteine on macrophage and lymphocyte functions in a mouse model of premature ageing.
PubMed:The amount of thiolic antioxidant ingestion needed to improve several immune functions is higher in aged than in adult mice.
PubMed:Can antioxidant diet supplementation protect against age-related mitochondrial damage?
PubMed:Nutrition and ageing.
PubMed:Oxidative modifications of kynostatin-272, a potent human immunodeficiency virus type 1 protease inhibitor: potential mechanism for altered activity in monocytes/macrophages.
PubMed:Specific and dual antagonists of alpha(4)beta(1) and alpha(4)beta(7) integrins.
PubMed:[Reversion of cancer and mitochondrial filamentation].
PubMed:The relative catalytic efficiency of beta-lactamase catalyzed acyl and phosphyl transfer.
PubMed:Effects of dietary restriction on appendicular bone in the SENCAR mouse.
PubMed:Discovery and evaluation of potent, tyrosine-based alpha4beta1 integrin antagonists.
PubMed:Effect of a diet supplemented with thioproline on murine macrophage function in a model of premature ageing.
PubMed:Changes in several functions of murine peritoneal macrophages by N-acetylcysteine and thioproline ingestion. Comparative effect between two strains of mice.
PubMed:Improvement of murine immune functions in vitro by thioproline.
PubMed:Stimulation of benzyladenine-induced in vitro shoot organogenesis and endogenous proline in melon (Cucumis melo L.) by fish protein hydrolysates in combination with proline analogues.
PubMed:Effects in vitro of several antioxidants on the natural killer function of aging mice.
PubMed:Purification and characterization of prolyl endopeptidase from the Pacific herring, Clupea pallasi, and its role in the activation of sperm motility.
PubMed:Enhancement of leukocyte functions in aged mice supplemented with the antioxidant thioproline.
PubMed:Improvement by several antioxidants of macrophage function in vitro.
PubMed:Spectrophotometric investigation of the formed chelate between timonacic and palladium(II) and its analytical applications.
PubMed:LPAM-1 (integrin alpha 4 beta 7)-ligand binding: overlapping binding sites recognizing VCAM-1, MAdCAM-1 and CS-1 are blocked by fibrinogen, a fibronectin-like polymer and RGD-like cyclic peptides.
PubMed:N-nitrosation of medicinal drugs catalysed by bacteria from human saliva and gastro-intestinal tract, including Helicobacter pylori.
PubMed:Enhancement of catalytic activities of serine proteases by tripeptides compounds.
PubMed:The effects of proline, thioproline and methylglyoxal-bis-(guanylhydrazone) on shoot regeneration frequencies from stem explants of B. napus.
PubMed:Thiocyanate-independent nitrosation in humans with carcinogenic parasite infection.
PubMed:Marked increase in urinary excretion of nitrate and N-nitrosothioproline in the osteogenic disordered syndrome rats, lacking ascorbic acid biosynthesis, by administration of lipopolysaccharide and thioproline.
PubMed:Structure of HIV-1 protease with KNI-272, a tight-binding transition-state analog containing allophenylnorstatine.
PubMed:[Functional analysis of the CPS I upstream sequences with a CAT assay].
PubMed:A novel cyclic pentapeptide inhibits alpha 4 beta 1 and alpha 5 beta 1 integrin-mediated cell adhesion.
PubMed:Stimulation by the antioxidant thioproline of the lymphocyte functions of old mice.
PubMed:Determination of sulfur species by cathodic square wave stripping voltammetry; Compounds relevant to natural sulfur mineralization.
PubMed:Studies on endogenous formation of N-nitroso compounds in the guinea pig supplemented with proline or thioproline and sodium nitrate.
PubMed:Oxidation of L-thiazolidine-4-carboxylate by L-proline dehydrogenase in Escherichia coli.
PubMed:Inhibition of mutagenesis by p-aminobenzoic acid as a nitrite scavenger.
PubMed:Proline dithiocarbamate inhibits N-nitrosodiethylamine induced liver carcinogenesis.
PubMed:Functional analysis of the CPS I upstream sequences with a cat assay.
PubMed:[The blocking effect of topically subepithelial injection of thioproline and vitamin A acid in experimental oral premalignant].
PubMed:Changes in glutathione concentration in hypothermically perfused dog kidneys.
PubMed:Nitrite-trapping capacity of thioproline in the human body.
PubMed:[Effect of thioproline in vitro on selected functions of peripheral blood lymphocytes from healthy persons and patients with lympho- proliferative syndromes].
PubMed:Marked nitrosation by stimulation with lipopolysaccharide in ascorbic acid-deficient rats.
PubMed:Mutagenicity and cytotoxicity of N-nitrosothiazolidine-4-carboxylic acid.
PubMed:Detoxifying potential of thioproline against N-nitroso compounds, N-nitrosodimethylamine and N-nitrosocimetidine.
PubMed:Treatment of mice bearing a Krebs ascitic tumor by means of a protocol based on radioactive copper (64Cu). IV. Consequences of the nature of cancer: tumor-resistant mice.
PubMed:Treatment of mice bearing a Krebs ascitic tumor by means of a protocol based on radioactive copper (64Cu). II. Analysis of the treatment.
PubMed:Treatment of mice bearing a Krebs ascitic tumor by means of a protocol based on radioactive copper (64Cu). I. The "cancer animal": a new concept leading to an effective antitumoral treatment.
PubMed:[The blocking effect of topically subepithelial injected thioproline on experimental oral premalignant lesions].
PubMed:Macrophage-mediated N-nitrosation of thioproline and proline.
PubMed:Selection and characterization of an L-thiazolidine-4-carboxylic acid resistant callus culture of Vigna radiata (L.) Wilczek var. radiata.
PubMed:Cytostatic influence of thioproline on peripheral lymphocytes of healthy persons and non-Hodgkin's lymphoma patients.
PubMed:The influence of thyroid hormones on colony growth of peripheral CFU-GM from normal and leukemic subjects.
PubMed:Thiazolidine derivatives as potent inhibitors specific for prolyl endopeptidase.
PubMed:Marked increase in the urinary level of N-nitrosothioproline after ingestion of cod with vegetables.
PubMed:Inhibition of angiogenesis through modulation of collagen metabolism.
PubMed:Effect of L-thioproline on the progression and events of the cell cycle of HeLa cells.
PubMed:The inhibitory effect of thioproline on carcinogenesis induced by N-benzylmethylamine and nitrite.
PubMed:[Inhibition of ovulation by thioproline in immature mice].
PubMed:Toxicity of paracetamol in human hepatocytes. Comparison of the protective effects of sulfhydryl compounds acting as glutathione precursors.
PubMed:[Effects of thioproline on disturbances of action potentials of the papillary muscles caused by a large dose of lidocaine].
PubMed:[Effects of thioproline on isolated guinea pig papillary muscles].
PubMed:[Thioproline poisoning and generalized convulsive crisis].
PubMed:[Effect of L-4-thioproline on arrhythmias caused by acute myocardial ischemia in rabbits].
PubMed:Structural requirements for cytoprotective agents in galactosamine-induced hepatic necrosis.
PubMed:Correlation of results of agglutination assays with concanavalin A and carcinogenesis experiments on promoters of bladder cancer.
PubMed:[Hyperproduction of L-proline in Escherichia coli].
PubMed:Structure-desensitization relationships of angiotensin analogues in the rat isolated uterus.
PubMed:Epileptogenic action of penicillin derivatives: structure-activity relationship.
PubMed:Tetrahydromethanopterin-dependent methanogenesis from non-physiological C1 donors in Methanobacterium thermoautotrophicum.
PubMed:Nitrosatable precursors of mutagens in vegetables and soy sauce.
PubMed:Time-lapse microcinematography of the effect of thiazolidine carboxylic acid (thioproline) upon tissue cultures.
PubMed:Opioid-like properties of seven dynorphin (1-10) analogs.
PubMed:Kinetics of nitrosation of thioproline, the precursor of a major nitroso compound in human urine, and its role as a nitrite scavenger.
PubMed:Pilot study on the treatment with thioproline of 24 small animals with tumors.
PubMed:[Effects of thioproline on experimental arrhythmia].
PubMed:A new type of N-nitrosamino acid, N-nitroso-L-thioproline and N-nitroso-L-methylthioprolines, found in human urine as major N-nitroso compounds.
PubMed:Drugs affecting the hormonal receptors of normal and leukaemic peripheral leucocytes.
PubMed:Lack of reverse transformation after treatment of A 549 human alveolar carcinoma cells with thioproline.
PubMed:Presence of N-nitroso-L-thioproline and N-nitroso-L-methylthioprolines in human urine as major N-nitroso compounds.
PubMed:Thioproline and reversal of cancer.
PubMed:Metabolism of the TRH analog L-pyro-2-aminoadipyl-L-histidyl-[3H]-L-thiazolidine-4-carboxamide (MK-771) in gut and brain tissue of rats: the implications for its bioavailability.
PubMed:Antitumor studies of 2-amino-2-thiazoline and other tumor-modifying agents.
PubMed:Effect of thiazolidine-4-carboxylic acid (Thioproline) on sister chromatid exchanges in CHO cells and human lymphocytes, and on the kinetics of human lymphocytes in vitro.
PubMed:Cytostatic and reverse-transforming therapies of cancer - a brief review and future prospects.
PubMed:Acute thioproline poisoning.
PubMed:Phase II trial of thioproline in advanced epidermoid head and neck tumors.
PubMed:On the irreproducibility of thioproline.
PubMed:Thioproline: an inhibitor of chemical carcinogenesis.
PubMed:Preliminary clinical results with norgamem (thioproline) and revercan (2-amino-2-thiazoline): the first inducers of reverse transformation.
PubMed:[Diminution of the rate of growth of HeLa cells caused by thioproline (Tp) and 2-aminothiazoline HCl (2-AT). Effect of L-proline].
PubMed:Thioproline (Norgamem): a useless drug in the treatment of squamous cell carcinoma.
PubMed:Thioproline toxicity.
PubMed:Determination of thioproline in plasma using high performance liquid chromatography.
PubMed:Maturation of human peripheral blood leukemic cells in short-term culture.
PubMed:Effect of arginine salt of thioproline (thiazolidine carboxylate) on cyclic nucleotides of cerebral tumour.
PubMed:Thioproline in squamous cell cancer.
PubMed:Pharmacologic and toxicologic evaluation of thioproline: a proposed nontoxic inducer of reverse transformation.
PubMed:The reversibility of cancer: the relevance of cyclic AMP, calcium, essential fatty acids and prostaglandin E1.
PubMed:Thioproline.
PubMed:Thioproline.
PubMed:Thioproline.
PubMed:Thioproline.
PubMed:Treatment of cancer by an inducer of reverse transformation.
PubMed:The effect of thioproline on transplanted tumors in nude mice.
PubMed:Uptake of glycine by human kidney cortex.
PubMed:Transport of L-proline and its regulation in Leishmania tropica promastigotes.
PubMed:Effects of amino acid analogues on protein synthesis and degradation in isolated cells.
PubMed:The transport and metabolism of L-proline-14C in the rat in vivo.
PubMed:Incorporation of proline into prodigiosin by a Put mutant of Serratia marcesens.
PubMed:Some effects of analogues of uracil on cell elongation and wall metabolism in excised pea root segments.
PubMed:Metabolism of a proline analogue, l-thiazolidine-4-carboxylic acid, by Escherichia coli.
PubMed:Action of a proline analogue, l-thiazolidine-4-carboxylic acid, in Escherichia coli.
 
Notes:
None found
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