S-(5′-Adenosyl)-L-methionine chloride dihydrochloride - Moligand™,≥75% , CAS No.86867-01-8

CAS: 86867-01-8 Cat. No.: S139354 Molecular Weight: 507.82 Beilstein Registry Number: 6560002 PubChem CID: 71307500

GRADE & PURITY Moligand™, ≥75%

Synonyms

AdoMet | S-Adenosyl-L-methionine chloride dihydrochloride | S-Adenosyl methionine chloride dihydrochloride | Ademetionine chloride dihydrochloride | AdoMet chloride dihydrochloride | SAM | Active methionine | AdoMet | SAM chloride dihydrochloride

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

AdoMet | S-Adenosyl-L-methionine chloride dihydrochloride | S-Adenosyl methionine chloride dihydrochloride | Ademetionine chloride dihydrochloride | AdoMet chloride dihydrochloride | SAM | Active methionine | AdoMet | SAM chloride dihydrochloride

Specifications & Purity

Moligand™, ≥75%

Biochemical and Physiological Mechanisms

Methyl donor; methylase catalytic cofactors, including catechol O-methyltransferase (COMT) and DNA methyltransferase (DNMT). Although present in all cells, it is mainly concentrated in the liver, where 85% of the methylation reaction occurs. It is also in

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥75%

Names and Identifiers

• Pubchem Sid: 504772027
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772027
• Canonical Smiles: C[S+](CCC(C(=O)O)N)CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O.Cl.Cl.[Cl-]
• IUPAC Name: [(3S)-3-amino-3-carboxypropyl]-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-methylsulfanium;chloride;dihydrochloride
• InChIKey: KBAFOJZCBYWKPU-XQVUROGGSA-N
• INCHI: 1S/C15H22N6O5S.3ClH/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);3*1H/t7-,8+,10+,11+,14+,27?;;;/m0.../s1
• 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.Cl.Cl.[Cl-]
• PubChem CID: 71307500
• Molecular Weight: 507.82
• Beilstein: 6560002

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class 5'-deoxyribonucleosides
      • Subclass 5'-deoxy-5'-thionucleosides

• 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 Oxolanes Heteroaromatic compounds Secondary alcohols 1,2-diols Amino acids Oxacyclic compounds Azacyclic compounds Carboxylic acids Monocarboxylic acids and derivatives Organic chloride salts Organic zwitterions Carbonyl compounds Organosulfur compounds Organic oxides Hydrocarbon derivatives Hydrochlorides Monoalkylamines
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 5'-deoxy-5'-thionucleoside - Methionine or derivatives - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - 6-aminopurine - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Imidazopyrimidine - Purine - Thia fatty acid - Aminopyrimidine - Hydroxy fatty acid - N-substituted imidazole - Monosaccharide - Pyrimidine - Imidolactam - Fatty acyl - Oxolane - Heteroaromatic compound - Imidazole - Azole - Secondary alcohol - Amino acid or derivatives - 1,2-diol - Amino acid - Oxacycle - Azacycle - Carboxylic acid derivative - Carboxylic acid - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organonitrogen compound - Organic zwitterion - Organic salt - Hydrocarbon derivative - Hydrochloride - Organic oxide - Alcohol - Carbonyl group - Organic chloride salt - Organic oxygen compound - Organic nitrogen compound - Primary amine - Primary aliphatic amine - Amine - Organosulfur compound - Organooxygen compound - 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: Not available

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.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Molecular Weight: 507.800 g/mol
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 506.067 Da
• Monoisotopic Mass: 506.067 Da
• Topological Polar Surface Area: 184.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 533.000
• 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: 4

XLogP3

References

1. Cao Xuwen, Xie Yusu, Yang Hanwen, Sun Peiqi, Xue Beining, Garcia L. Rene, Zhang Liusuo.  (2023)  EAT-2 attenuates C. elegans development via metabolic remodeling in a chemically defined food environment.  CELLULAR AND MOLECULAR LIFE SCIENCES,  80  (8): (1-18).  [PMID:37450052] [10.1007/s00018-023-04849-x]

2. Hanguang Wang, Xiaoxue He, Shiyuan Tong, Xinyue Dai, Qiqi Wu, Jiayu Hu, Chao Dong, Jingjing Wang, Chengxin Lei, Juhua Feng, Wei Li, Li Zhang, Qianming Huang, Xiang Pu.  (2025)  Functional characterization of loganic acid O-methyltransferase and secologanin synthase from Uncaria rhynchophylla and two-step biosynthesis of secologanin in tobacco.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41203178] [10.1016/j.ijbiomac.2025.148806]