Home Other Building Blocks 2-methylthioadenosine

2-methylthioadenosine

CAS No.:
4105-39-9
Catalog Number:
AG00C0K4
Molecular Formula:
Molecular Weight:
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
Product Description
Catalog Number:
AG00C0K4
Chemical Name:
2-methylthioadenosine
CAS Number:
4105-39-9
MDL Number:
MFCD07368402
IUPAC Name:
(2R,3R,4S,5R)-2-(6-amino-2-methylsulfanylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
InChI:
InChI=1S/C11H15N5O4S/c1-21-11-14-8(12)5-9(15-11)16(3-13-5)10-7(19)6(18)4(2-17)20-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7-,10-/m1/s1
InChI Key:
AJNDEAZTAFKOOO-KQYNXXCUSA-N
Properties
Complexity:
381  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
313.084g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
313.332g/mol
Monoisotopic Mass:
313.084g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
165A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.2  
Literature
Title Journal
Preventative oral methylthioadenosine is anti-inflammatory and reduces DSS-induced colitis in mice. American journal of physiology. Gastrointestinal and liver physiology 20120701
The P2Y(12) antagonists, 2MeSAMP and cangrelor, inhibit platelet activation through P2Y(12)/G(i)-dependent mechanism. PloS one 20120101
Investigations into the origin of the molecular recognition of several adenosine deaminase inhibitors. Journal of medicinal chemistry 20110113
Oral methylthioadenosine administration attenuates fibrosis and chronic liver disease progression in Mdr2-/- mice. PloS one 20100101
Management of erectile function by penile purinergic p2 receptors in the diabetic rat. The Journal of urology 20090501
P2Y1 receptor signaling enhances neuroprotection by astrocytes against oxidative stress via IL-6 release in hippocampal cultures. Glia 20090201
Inhibition of human betaine-homocysteine methyltransferase expression by S-adenosylmethionine and methylthioadenosine. The Biochemical journal 20070101
Regulation of death and survival in astrocytes by ADP activating P2Y1 and P2Y12 receptors. Biochemical pharmacology 20061016
Methylthioadenosine and polyamine biosynthesis in a Saccharomyces cerevisiae meu1delta mutant. Biochemical and biophysical research communications 20060428
Characterization of purine receptors in mouse thoracic aorta. Journal of cardiovascular pharmacology 20040801
Bacterial variations on the methionine salvage pathway. BMC microbiology 20040101
Anticoagulants (thrombin inhibitors) and aspirin synergize with P2Y12 receptor antagonism in thrombosis. Circulation 20031125
Activation of the alpha(2A)-adrenoceptor mediates deceleration of the deaggregation component of the response to ADP or 5-HT in human platelets in vitro. Platelets 20010901
In situ kinetic characterization of methylthioadenosine transport by the adenosine transporter (P2) of the African Trypanosoma brucei brucei and Trypanosoma brucei rhodesiense. Biochemical pharmacology 20010215
Intracellular metabolism of beta-L-2',3'-dideoxyadenosine: relevance to its limited antiviral activity. Antimicrobial agents and chemotherapy 20000401
Properties