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methylthioadenosine
5'-S-methyl-5'-thioadenosine

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Name:(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
CAS Number: 2457-80-9Picture of molecule3D/inchi
FDA UNII: 634Z2VK3UQ
Nikkaji Web:J419.054H
Beilstein Number:0042420
MDL:MFCD00010533
XlogP3-AA:-0.30 (est)
Molecular Weight:297.33815000
Formula:C11 H15 N5 O3 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 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, 3607 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.
5'-S-Methyl-5'-thioadenosine 0.98
Odor: characteristic
Use: Methylthioadenosine, also known as MTA and 5'-Methylthioadenosine, is a naturally occurring sulfur-containing nucleoside present in all mammalian tissues.
 
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 methylthioadenosine usage levels up to:
 not for fragrance use.
 
Recommendation for methylthioadenosine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :439176
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
Chemidplus:0002457809
RTECS:AU7410000 for cas# 2457-80-9
 
References:
 (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):439176
Pubchem (sid):135056035
 
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
Golm Metabolome Database:Search
KEGG (GenomeNet):C00170
HMDB (The Human Metabolome Database):HMDB01173
FooDB:FDB022465
YMDB (Yeast Metabolome Database):YMDB00178
Export Tariff Code:2934.90.5000
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 adenosine thiomethylpentose
 adenosine, 5'-S-methyl-5'-thio-
(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
5-deoxy-5-(methyl thio) adenosine
 methyl thioadenosine
5'-S-methyl-5'-thioadenosine
 vitamin L2
 
 
Notes:
5'-Methylthioadenosine (MTA) is a naturally occurring sulfur-containing nucleoside present in all mammalian tissues. It is produced from S-adenosylmethionine mainly through the polyamine biosynthetic pathway, where it behaves as a powerful inhibitory product. MTA is metabolized solely by MTA-phosphorylase, to yield 5-methylthioribose-1-phosphate and adenine, a crucial step in the methionine and purine salvage pathways, respectively. Evidence suggests that MTA can affect cellular processes in many ways. For instance, MTA has been shown to influence regulation of gene expression, proliferation, differentiation and apoptosis (PMID 15313459). 5-Methylthioadenosine can be found in human urine. Elevated excretion appears in children with severe combined immunodeficiency syndrome (PMID 3987052) [HMDB]
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