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Merck
CN

SMB01402

5-Hydroxymethylcytosine

≥95%

Synonym(s):

4-Amino-2-hydroxy-5-pyrimidinemethanol, 5-(Hydroxymethyl)cytosine, 5-(Oxymethyl)cytosine, Demethylbacimethrin

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About This Item

Empirical Formula (Hill Notation):
C5H7N3O2
CAS Number:
1123-95-1
Molecular Weight:
141.13
UNSPSC Code:
12352200
MDL number:
MFCD18432304
NACRES:
NA.21
Assay:
≥95%
Biological source:
synthetic
Form:
powder or crystals
Solubility:
acetonitrile: soluble, chloroform: soluble, methanol: soluble
Storage temp.:
2-8°C

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InChI key

RYVNIFSIEDRLSJ-UHFFFAOYSA-N

InChI

InChI=1S/C5H7N3O2/c6-4-3(2-9)1-7-5(10)8-4/h1,9H,2H2,(H3,6,7,8,10)

SMILES string

OCC1=CNC(N=C1N)=O

biological source

synthetic

assay

≥95%

form

powder or crystals

color

white to off-white

mp

300 °C

solubility

acetonitrile: soluble, chloroform: soluble, methanol: soluble

application(s)

cell analysis
clinical research
general analytical
life science and biopharma
metabolomics

storage temp.

2-8°C

Quality Level

100

General description

5-Hydroxymethylcytosine is a DNA pyrimidine nitrogen base and a nucleobase analogue of cytosine, where the hydrogen at position 5 is replaced by a hydroxymethyl group. Chemically, 5-hydroxymethylcytosine is an aminopyrimidine and an intermediate metabolite in active DNA demethylation. It plays a key role in gene expression, DNA methylation, and various critical cellular functions. 5-Hydroxymethylcytosine has been shown to be a potential biomarker of cellular transformation and is involved in axonal growth, transcriptional regulation, and the action of leukemia inhibitory factor.

Application

5-Hydroxymethylcytosine finds application in metabolomics, biochemical, phytochemical, cell signaling and drug discovery research.

Features and Benefits

Versatile and adaptable for wide variety of research and metabolomics applications.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000510762
0000510762
0000492006
0000492006
0000420017

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