S-Adenosyl-L-methionine

CAT: 0804-HY-B0617-01Size: 5 mgDry Ice: NoHazardous: No

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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

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 Number	29908-03-0
PubChem CID	34755
IUPAC Name	(2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
Molecular Formula	C15H22N6O5S
Molecular Weight	398.4
XLogP	-2.8
Topological Polar Surface Area	186
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	6
Heavy Atom Count	27
Formal Charge	0
Complexity	527

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

CAS: 29908-03-0

CID: 34755

Formula: C15H22N6O5S

MW: 398.4

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	398.4
XLogP3	-2.8
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	6
Exact Mass	398.13723900
Monoisotopic Mass	398.13723900
Topological Polar Surface Area	186 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	527
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Catalog	Name
RM-M201425-01	S-Adenosyl-L-Methionine
AR-A01445-01	(S, S) -Adenosyl-L-Methionine
T124334-01	S-Adenosyl-L-methionine tosylate
MBS3848138-01	S-Adenosyl-L-methionine iodide
AR-A01441-01	S-Adenosyl-L-Methionine-d3
AR-A01446-01	(R, S) -Adenosyl-L-Methionine
AR-A04807-01	S- (5′-Adenosyl) -L-methionine
MBS6063486-01	S-(5'-Adenosyl)-L-methionine
RM-M201420-01	(S) -S-Adenosyl-L-Methionine (S, S-Sam)
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S-Adenosyl-L-methionine

Chemical Information

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