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S-Adenosyl-L-methionine - 98%, high purity , CAS No.29908-03-0
Basic Description
Synonyms
(2S)-2-amino-4-[{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(methyl)sulfonio]butanoate (non-preferred name) | [14COOH]AdoMet | Methionine, S-adenosyl- | S-adenosyl-L-methionine | S-adenosylmethionine | S-Adenosyl-L-m
Specifications & Purity
Moligand™, ≥98%
Storage Temp
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Product Description
S-Adenosyl-L-methionine is an intermediate metabolite of methionine,for treatment of primary biliary cirrhosis and major depressive disorder.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Nucleosides, nucleotides, and analogues
Class
5'-deoxyribonucleosides
Subclass
5'-deoxy-5'-thionucleosides
Intermediate Tree Nodes
Not available
Direct Parent
5'-deoxy-5'-thionucleosides
Alternative Parents
Methionine and derivatives Glycosylamines Pentoses 6-aminopurines L-alpha-amino acids Thia fatty acids Aminopyrimidines and derivatives Hydroxy fatty acids N-substituted imidazoles Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols 1,2-diols Amino acids Carboxylic acid salts Oxacyclic compounds Azacyclic compounds Carboxylic acids Monocarboxylic acids and derivatives Organopnictogen compounds Organic salts Carbonyl compounds Organosulfur compounds Organic oxides Organic zwitterions Hydrocarbon derivatives Monoalkylamines
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
5'-deoxy-5'-thionucleoside - Methionine or derivatives - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Alpha-amino acid - Alpha-amino acid or derivatives - Pentose monosaccharide - L-alpha-amino acid - Purine - Imidazopyrimidine - Aminopyrimidine - Thia fatty acid - Hydroxy fatty acid - Imidolactam - Monosaccharide - N-substituted imidazole - Fatty acyl - Pyrimidine - Heteroaromatic compound - Azole - Tetrahydrofuran - Imidazole - 1,2-diol - Amino acid or derivatives - Amino acid - Carboxylic acid salt - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Oxacycle - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organooxygen compound - Hydrocarbon derivative - Organosulfur compound - Organic oxygen compound - Primary amine - Carbonyl group - Alcohol - Organic oxide - Organic nitrogen compound - Organonitrogen compound - Organopnictogen compound - Organic salt - Primary aliphatic amine - Amine - Organic zwitterion - Aromatic heteropolycyclic compound
Description
This 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
Coenzymes
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Names and Identifiers
Pubchem Sid
504753534
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504753534
IUPAC Name
(2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
INCHI
InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7-,8+,10+,11+,14+,27?/m0/s1
InChIKey
MEFKEPWMEQBLKI-AIRLBKTGSA-N
Smiles
C[S+](CCC(C(=O)[O-])N)CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
Isomeric SMILES
C[S+](CC[C@@H](C(=O)[O-])N)C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
Alternate CAS
97540-22-2
PubChem CID
34755
Molecular Weight
398.44
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Moisture sensitive
Molecular Weight
398.400 g/mol
XLogP3
-2.800
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
6
Exact Mass
398.137 Da
Monoisotopic Mass
398.137 Da
Topological Polar Surface Area
186.000 Ų
Heavy Atom Count
27
Formal Charge
0
Complexity
527.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
5
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Liao Zhenkun, Liu Xiaojuan, Zheng Juan, Zhao Chenning, Wang Dengliang, Xu Yang, Sun Chongde.
(2023)
A multifunctional true caffeoyl coenzyme A O-methyltransferase enzyme participates in the biosynthesis of polymethoxylated flavones in citrus. PLANT PHYSIOLOGY,
2.
Guorong Cheng, Zhiqiang Liu, Zhong Zheng, Fengrui Song, Xiaoyu Zhuang, Shu Liu.
(2022)
Cell Metabolomics Reveals the Potential Mechanism of Aloe Emodin and Emodin Inhibiting Breast Cancer Metastasis. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,
23
(22):
(13738).
3.
Zijin Xu, Susu Lin, Zheren Tong, Suhong Chen, Yifeng Cao, Qiaoqiao Li, Yuli Jiang, Weijie Cai, Yingpeng Tong, Bathaie S. Zahra, Ping Wang.
(2022)
Crocetin ameliorates non-alcoholic fatty liver disease by modulating mitochondrial dysfunction in L02 cells and zebrafish model. JOURNAL OF ETHNOPHARMACOLOGY,
285
(114873).
4.
Liu Xiaojuan, Zhao Chenning, Gong Qin, Wang Yue, Cao Jinping, Li Xian, Grierson Donald, Sun Chongde.
(2020)
Characterization of a caffeoyl-CoA O-methyltransferase-like enzyme involved in biosynthesis of polymethoxylated flavones in Citrus reticulata. JOURNAL OF EXPERIMENTAL BOTANY,
71
(10):
(3066-3079).
5.
Xiaojuan Liu, Yue Wang, Yezhi Chen, Shuting Xu, Qin Gong, Chenning Zhao, Jinping Cao, Chongde Sun.
(2020)
Characterization of a Flavonoid 3’/5’/7-O-Methyltransferase from Citrus reticulata and Evaluation of the In Vitro Cytotoxicity of Its Methylated Products. MOLECULES,
25
(4):
(858).
6.
Wei Chen, Chaoman Ang, Doudou Lou, Yongxin Ji, Ling Huang, Yefei Zhu, Zhirui Guo, Ning Gu, Yu Zhang.
(2018)
Fast immunofluorescence lateral flow test strip approach for detection of homocysteine. Micro & Nano Letters,
13
(12):
(1719-1723).
7.
Liu Hui-Jun, Jing Peng-Fei, Liu Xiu-Yun, Du Ke-Jie, Sun Yun-Kai.
(2016)
Synthesis of β-cyclodextrin functionalized silica gel and its application for adsorption of uranium(VI). JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY,
310
(1):
(263-270).
8.
Lili Wang, Jing Wu, Qin Wang, Chonghui He, Lei Zhou, Jing Wang, Qiaosheng Pu.
(2012)
Rapid and Sensitive Determination of Sulfonamide Residues in Milk and Chicken Muscle by Microfluidic Chip Electrophoresis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,
60
(7):
(1613–1618).
9.
Shulong Wang, Yanni Luo, Jianniao Tian, Fanggui Ye, Zhihui Luo, Shulin Zhao.
(2024)
A mart-responsive photoacoustic sensor based on metal-organic framework as bioreactor for in situ visualization of hydrogen sulfide and tracking of drug-induced liver injury by NIR-II imaging. SENSORS AND ACTUATORS B-CHEMICAL,
408
(135561).
10.
Meng-Qi Wang, Ming-Xin Sun, Han-Guang Li, Ze-Hua Wu, Jian-Zhong Xu.
(2024)
Combining Protein Engineering and Pathway Engineering to Achieve Green Biosynthesis of l-Hypaphorine in Escherichia coli from Glucose. ACS Sustainable Chemistry & Engineering,
12
(26):
(9620-9633).
11.
Moli Sang, Qingyu Yang, Jiawei Guo, Peiyuan Feng, Wencheng Ma, Wei Zhang.
(2025)
Functional investigation of the SAM-dependent methyltransferase RdmB in anthracycline biosynthesis. Synthetic and Systems Biotechnology,
10
(102).
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11 Citations
E2516551