Products for Research Use Only

1-Methyladenosine (Standard)

CAT: 0804-HY-113081R-01Size: 5 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-113081R-01Size:5 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
1-Methyladenosine (Standard) is the analytical standard of 1-Methyladenosine. This product is intended for research and analytical applications. 1-Methyladenosine is an RNA modification that can serve as a tumor marker, with elevated levels in the body associated with cancer development. Following 1-methyladenosine methylation, upregulation of PPARδ expression regulates cholesterol metabolism and activates Hedgehog signaling pathway, driving liver tumorigenesis[1][2][3]. In Vitro:Compared to surrounding tumor tissues, 1-methyladenosine methylation in RNA is aberrantly elevated in hepatocellular carcinoma (HCC) cell lines and liver cancer stem cells (CSCs) . Methylated 1-methyladenosine can promote cholesterol synthesis and activate the Hedgehog signaling pathway by enhancing the translation of PPARδ in liver CSCs, ultimately driving the self-renewal and tumorigenesis of liver cancer stem cells[3].
CAS Number
15763-06-1
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Hedgehog; PPAR; Reference Standards
Type
Reference Standards
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Others; Stem Cell/Wnt; Vitamin D Related/Nuclear Receptor
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/1-methyladenosine-standard.html
Purity
98.02
Smiles
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(N=CN(C)C3=N)=C3N=C2)O1
Molecular Formula
C11H15N5O4
Molecular Weight
281.27
Precautions
H302, H315, H319, H335
References & Citations
[1]Hauenschild R, et al. The reverse transcription signature of N-1-methyladenosine in RNA-Seq is sequence dependent. Nucleic Acids Res. 2015 Nov 16;43 (20) :9950-64.|[2]Banys K, et al. Effect of Genistein Supplementation on the Progression of Neoplasms and the Level of the Modified Nucleosides in Rats With Mammary Cancer. In Vivo. 2021 Jul-Aug;35 (4) :2059-2072. |[3]Wang Y, et al. N 1-methyladenosine methylation in tRNA drives liver tumourigenesis by regulating cholesterol metabolism[J]. Nature communications, 2021, 12 (1) : 6314.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards

Chemical Information

1-Methyladenosine

1-methyladenosine is a methyladenosine carrying a methyl substituent at position 1. It has a role as a human metabolite. It is functionally related to an adenosine.

CAS Number15763-06-1
PubChem CID27476
IUPAC Name(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methylpurin-9-yl)oxolane-3,4-diol
Molecular FormulaC11H15N5O4
Molecular Weight281.27
XLogP-1
Topological Polar Surface Area127
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count20
Formal Charge0
Complexity433
SMILES
CN1C=NC2=C(C1=N)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
InChI
InChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1
InChIKey
GFYLSDSUCHVORB-IOSLPCCCSA-N
Chemical Structure
2D Structure
2D structure of 1-Methyladenosine
CAS: 15763-06-1
CID: 27476
Formula: C11H15N5O4
MW: 281.27
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight281.27
XLogP3-1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass281.11240398
Monoisotopic Mass281.11240398
Topological Polar Surface Area127 Ų
Heavy Atom Count20
Formal Charge0
Complexity433
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes