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S-Adenosyl-L-methionine

CAT: 0804-HY-B0617-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0617-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
S-Adenosyl-L-methionine (S-Adenosyl methionine) is an orally active methyl group donor. S-Adenosyl-L-methionine is a dietary supplement with potent antidepressant effects. S-Adenosyl-L-methionine also has anti‑proliferative, pro‑apoptotic and anti‑metastatic roles in cancers. S-Adenosyl-L-methionine has the potential for, cancer, liver disease and osteoarthritis research[1][2][3].
CAS Number
29908-03-0
Product Name Alternative
S-Adenosyl methionine; Ademetionine; AdoMet
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Endogenous Metabolite
Type
Natural Products
Related Pathways
Apoptosis; Metabolic Enzyme/Protease
Applications
Neuroscience-Neuromodulation
Field of Research
Cancer; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Ademetionine.html
Purity
99.96
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : ≥ 43 mg/mL
Smiles
O[C@H]1[C@](O[C@@H]([C@H]1O)C[S+](C)CC[C@H](N)C([O-])=O)([H])N2C3=NC=NC(N)=C3N=C2
Molecular Formula
C15H22N6O5S
Molecular Weight
398.44
Precautions
H302, H315, H319, H335
References & Citations
[1]G M Bressa. S-adenosyl-l-methionine (SAMe) as antidepressant: meta-analysis of clinical studies. Acta Neurol Scand Suppl. 1994;154:7-14.|[2]Wadie I Najm, et al. S-adenosyl methionine (SAMe) versus celecoxib for the treatment of osteoarthritis symptoms: a double-blind cross-over trial. [ISRCTN36233495]. BMC Musculoskelet Disord. 2004 Feb 26;5:6.|[3]Shelly C Lu, et al. S-adenosylmethionine in liver health, injury, and cancer. Physiol Rev. 2012 Oct;92 (4) :1515-42.|[4]Mosca L, et al. Effects of S‑adenosyl‑L‑methionine on the invasion and migration of head and neck squamous cancer cells and analysis of the underlying mechanisms. Int J Oncol. 2020 May;56 (5) :1212-1224. |[5]Ham MS, et al. S-adenosyl methionine specifically protects the anticancer effect of 5-FU via DNMTs expression in human A549 lung cancer cells. Mol Clin Oncol. 2013 Mar;1 (2) :373-378. |[6]Ornoy A, et al. S-adenosyl methionine prevents ASD like behaviors triggered by early postnatal valproic acid exposure in very young mice. Neurotoxicol Teratol. 2019 Jan-Feb;71:64-74. |[7]Dhediya RM, et al. Evaluation of antiepileptic effect of S-adenosyl methionine and its role in memory impairment in pentylenetetrazole-induced kindling model in rats. Epilepsy Behav. 2016 Aug;61:153-157.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Human Endogenous Metabolite
Citation 01
Biochem Pharmacol. 2024 Jan:219:115967.|Biomed Pharmacother. 2025 Jun 20:189:118246.|bioRxiv. 2023 Jun 1.|Epigenetics Chromatin. 2021 Dec 4;14 (1) :52.|Gut Microbes. 2025 Dec;17 (1) :2545434.|Int Immunopharmacol. 2021 Jun:95:107545.|J Agric Food Chem. 2021 Aug 11;69 (31) :8737-8746.|J Exp Med. 2026 Jan 5;223 (1) :e20250603.|Mol Cancer. 2025 Nov 20;24 (1) :295.|Research Square Preprint. 2020 Aug.|Research Square Preprint. 2021 Jun.|bioRxiv. 2025 Jun 27.|Environ Sci Technol. 2025 Jan 14;59 (1) :268-278.|Nat Commun. 2024 Nov 12;15 (1) :9529.|Plant J. 2025 Apr;122 (2) :e70182.|Food Funct. 2025 Oct 27.|Pharmacol Res. 2024 Sep 16:107420.|J Cell Physiol. 2025 Jan;240 (1) :e31452.|Molecules. 2023 Apr 11;28 (8) :3375.|J Pharm Biomed Anal. 2024 Apr 15:241:115991.

Chemical Information

S-Adenosylmethionine

S-adenosyl-L-methioninate is a sulfonium betaine that is a conjugate base of S-adenosyl-L-methionine obtained by the deprotonation of the carboxy group. It has a role as a human metabolite. It is functionally related to a L-methioninate. It is a conjugate base of a S-adenosyl-L-methionine.

CAS Number29908-03-0
PubChem CID34755
IUPAC Name(2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
Molecular FormulaC15H22N6O5S
Molecular Weight398.4
XLogP-2.8
Topological Polar Surface Area186
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Heavy Atom Count27
Formal Charge0
Complexity527
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
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
Chemical Structure
2D Structure
2D structure of S-Adenosylmethionine
CAS: 29908-03-0
CID: 34755
Formula: C15H22N6O5S
MW: 398.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight398.4
XLogP3-2.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Exact Mass398.13723900
Monoisotopic Mass398.13723900
Topological Polar Surface Area186 Ų
Heavy Atom Count27
Formal Charge0
Complexity527
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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