5′-Deoxy-5′-(methylthio)adenosine - Moligand™,≥95% , CAS No.2457-80-9

CAS: 2457-80-9 Cat. No.: D168979 Formula: C11H15N5O3S Peso molecolare: 297.33 Numero EC: 626-314-3
Disponibile su ordine
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥95%
Synonyms
Vitamin L2 | MFCD00010533 | 5'-(Methylthio)adenosine | 9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine | (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol | 5'-DEOXY-5'-METHYLTHIOADENOSINE | 5'-Deoxy-5'-methylthio-ad
Storage
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
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Size
Germania (EU)
USA*
Price
Qty
25mg
D168979-25mg
—
3 Disponibile
13,80€
100mg
D168979-100mg
—
2 Disponibile
34,62€
250mg
D168979-250mg
—
2 Disponibile
57,18€
1g
D168979-1g
—
2 Disponibile
173,46€
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™,≥95% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Panoramica

A cell-permeable, reversible, and ATP-competitive naturally-occurring co-product of polyamine biosynthesis that acts as an endogenous substrate of methylthioadenosine phosphorylase (MTAP). Potently inhibits the protein carboxymethyltransferase and induces apoptosis in leukemia U937 cells. Also inhibits FGF-2 receptor tyrosine kinase activity as well as the proliferation of human astrocytes and glioma cells.
A naturally occurring co-product of polyamine biosynthesis that acts as an endogenous substrate of methylthioadenosine phosphorylase (MTAP). A cell-permeable, reversible, and ATP-competitive inhibitor of protein carboxymethyltransferase and induces apoptosis in leukemia U937 cells. Also acts as an inhibitor of NGF-induced tyrosine phosphorylation in PC12 cells and blocks FGF-2 receptor tyrosine kinase in astrocytes and glioma cells.

Specifications

Sinonimi
Vitamin L2 | MFCD00010533 | 5'-(Methylthio)adenosine | 9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine | (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol | 5'-DEOXY-5'-METHYLTHIOADENOSINE | 5'-Deoxy-5'-methylthio-ad
Specifiche e purezza
Moligand™,≥95%
Meccanismi biochimici e fisiologici
Potent A 1 receptor agonist (K i = 10 μM). Also an A 2 receptor antagonist and potent cAMP phosphodiesterase inhibitor (K i = 62 μM). Regulates gene expression, proliferation, differentiation and apoptosis. Anti-inflammatory agent. Orally active. Active i
Condizioni di conservazione di stoccaggio
Store at -20°C,Argon charged
Spedito in
Ice chest + Ice pads
Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.
Grado
Moligand™
Nota
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purezza
≥95%
Nomi e identificatori
Pubchem Sid504758686
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504758686
Sorrisi canoniciCSCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
IUPAC Name(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
InChIKeyWUUGFSXJNOTRMR-IOSLPCCCSA-N
INCHI1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1
Isomeri SMILES CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
Peso molecolare 297.33
Reaxy-Rn 24733578
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24733578&ln=

Documentazione

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassNucleosides, nucleotides, and analogues
Classe5'-deoxyribonucleosides
Subclass5'-deoxy-5'-thionucleosides
Intermediate Tree Nodes Not available
Direct Parent5'-deoxy-5'-thionucleosides
Alternative Parents Glycosylamines  6-aminopurines  Pentoses  Aminopyrimidines and derivatives  Imidolactams  N-substituted imidazoles  Tetrahydrofurans  Heteroaromatic compounds  1,2-diols  Secondary alcohols  Dialkylthioethers  Azacyclic compounds  Sulfenyl compounds  Oxacyclic compounds  Organopnictogen compounds  Hydrocarbon derivatives  Primary amines  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents 5'-deoxy-5'-thionucleoside - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Pyrimidine - Imidolactam - Azole - Tetrahydrofuran - Imidazole - Heteroaromatic compound - Secondary alcohol - 1,2-diol - Organoheterocyclic compound - Dialkylthioether - Sulfenyl compound - Thioether - Azacycle - Oxacycle - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Amine - Primary amine - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Aromatic heteropolycyclic compound
DescrizioneThis compound belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group.
External Descriptors thioadenosine
Struttura 3D
Modello di struttura chimica interattiva





Obiettivi associati (umani)
COMT Tclin Catechol O-methyltransferase (404 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA1 Tclin Adenosine A1 receptor (17603 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA2A Tclin Adenosine A2a receptor (16305 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA2B Tclin Adenosine A2b receptor (7672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MTAP Tchem S-methyl-5-thioadenosine phosphorylase (233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
INMT Tchem Indolethylamine N-methyltransferase (111 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FASN Tchem Fatty acid synthase (3390 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MOLT-4 (49676 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA1 Tclin Adenosine receptor (26 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Obiettivi associati (non umani)
Srm Spermidine synthase (60 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ahcy Adenosylhomocysteinase (45 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L5178Y (1809 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mtaD 5-methylthioadenosine/S-adenosylhomocysteine deaminase (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Adora2b Adenosine A2 receptor (1828 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Meccanismi d'azione
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

24 results found

Lot NumberCertificate TypeDataOggetto
I2621494Certificate of AnalysisAug 31, 2026 D168979
I2621470Certificate of AnalysisAug 31, 2026 D168979
I2621469Certificate of AnalysisAug 31, 2026 D168979
I2621468Certificate of AnalysisAug 31, 2026 D168979
D2630156Certificate of AnalysisApr 16, 2026 D168979
D2630157Certificate of AnalysisApr 16, 2026 D168979
D2630158Certificate of AnalysisApr 16, 2026 D168979
G2508047Certificate of AnalysisJul 16, 2025 D168979
G2521216Certificate of AnalysisJul 05, 2025 D168979
G2521215Certificate of AnalysisJul 05, 2025 D168979
G2521200Certificate of AnalysisJul 05, 2025 D168979
G2521199Certificate of AnalysisJul 05, 2025 D168979
G2521198Certificate of AnalysisJul 05, 2025 D168979
G2521197Certificate of AnalysisJul 05, 2025 D168979
E2231173Certificate of AnalysisMar 04, 2025 D168979
E2231172Certificate of AnalysisMar 04, 2025 D168979
E2231162Certificate of AnalysisMar 04, 2025 D168979
K2117911Certificate of AnalysisSep 09, 2024 D168979
C2009068Certificate of AnalysisJan 04, 2023 D168979
C2212544Certificate of AnalysisMay 10, 2022 D168979
I2406168Certificate of AnalysisMar 23, 2022 D168979
E2231176Certificate of AnalysisMar 23, 2022 D168979
A2416035Certificate of AnalysisMar 23, 2022 D168979
B2307290Certificate of AnalysisJun 22, 2021 D168979

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Proprietà chimiche e fisiche
Sensibilitàair sensitive; heat sensitive
Peso molecolare297.340 g/mol
XLogP3-0.300
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Exact Mass297.09 Da
Monoisotopic Mass297.09 Da
Topological Polar Surface Area145.000 Ų
Heavy Atom Count20
Formal Charge0
Complexity352.000
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Domande frequenti e articoli
Citations of This Product
Riferimenti
1. Baoyan Ding, Wei Meng, Xiaoling Zang, Zhihua Lv.  (2024)  Metabolic characteristics of prostate cancer cells with high metastatic potential revealed by (S)-ethyl 1-(3-(4-chlorophenoxy)-2-hydroxypropyl)-3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate inhibition.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:39662125] [10.1016/j.jpba.2024.116611]
Calcolatori di soluzioni
Recensioni

Recensioni dei clienti

Domande frequenti

What is the purity of this product?
This product is supplied at ≥95% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.
What is Moligand??
Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.
How should this product be stored?
Store at ?20 °C under argon. It is supplied under an argon blanket; reseal under inert gas after each use.
How is this product shipped?
This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 2457-80-9, the molecular formula is C11H15N5O3S, and the molecular weight is 297.33 g/mol. InChIKey WUUGFSXJNOTRMR-IOSLPCCCSA-N.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

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