ChemicalBook > CAS DataBase List > 5-Hydroxymethyluracil

5-Hydroxymethyluracil

Product Name
5-Hydroxymethyluracil
CAS No.
4433-40-3
Chemical Name
5-Hydroxymethyluracil
Synonyms
NSC 20901;AURORA KA-547;5-methyloluracil;α-HydroxythyMine;a-Hydroxythymine;uracil-5-methanol;TIMTEC-BB SBB000084;RARECHEM AH CK 0115;HYDROXYMETHYL URACIL;5-HYDROXYMETHYLURACIL
CBNumber
CB7122987
Molecular Formula
C5H6N2O3
Formula Weight
142.11
MOL File
4433-40-3.mol
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5-Hydroxymethyluracil Property

Melting point:
>300 °C(lit.)
Density 
1.401±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly, Heated)
pka
8.46±0.10(Predicted)
form 
Solid
color 
White
Water Solubility 
Soluble in water. (50 g/L ) at 20°C, DMSO, dimethyl formamide or 100% ethanol.
BRN 
125482
InChI
InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)
InChIKey
JDBGXEHEIRGOBU-UHFFFAOYSA-N
SMILES
C1(=O)NC=C(CO)C(=O)N1
CAS DataBase Reference
4433-40-3(CAS DataBase Reference)
EPA Substance Registry System
2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- (4433-40-3)
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Safety

Hazard Codes 
Xi
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
YR0513000
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
852589
Product name
5-(Hydroxymethyl)uracil
Purity
97%
Packaging
1g
Price
$28.6
Updated
2024/03/01
Alfa Aesar
Product number
L01682
Product name
5-(Hydroxymethyl)uracil, 98%
Packaging
1g
Price
$38.65
Updated
2024/03/01
Alfa Aesar
Product number
L01682
Product name
5-(Hydroxymethyl)uracil, 98%
Packaging
5g
Price
$129.65
Updated
2024/03/01
Cayman Chemical
Product number
89360
Product name
Hydroxymethyl Uracil
Purity
≥98%
Packaging
250mg
Price
$12
Updated
2024/03/01
Cayman Chemical
Product number
89360
Product name
Hydroxymethyl Uracil
Packaging
1000mg
Price
$37
Updated
2024/03/01
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5-Hydroxymethyluracil Chemical Properties,Usage,Production

Description

5-Hydroxymethyluracil is a product of oxidative damage to DNA, predominantly by hydroxyl radical via the Fenton reaction. It can be used as a potential epigenetic mark enhancing or inhibiting transcription with bacterial RNA polymerase.

Chemical Properties

White Powder

Uses

5-Hydroxymethyluracil (cas# 4433-40-3) is a compound useful in organic synthesis.

Definition

ChEBI: 5-hydroxymethyluracil is a primary alcohol that is uracil bearing a hydroxymethyl substituent at the 5-position. It has a role as a human metabolite. It is a primary alcohol and a pyrimidone. It derives from a uracil.

Biosynthesis

5-Hydroxymethyluracil is produced by the enzyme thymine dioxygenase (EC 1.14.11.6) which catalyzes the chemical reaction thymine + 2-oxoglutarate + O2 <-> 5-hydroxymethyluracil + succinate + CO2.
The 3 substrates of this enzyme are thymine, 2-oxoglutarate, and O2, whereas its 3 products are 5-hydroxymethyluracil, succinate, and CO2. The 5hmU base can also be generated by oxidation/hydroxylation of thymine by the Ten-Eleven-Translocation (TET) proteins or result from deamination of 5hmC. DNA containing 5hmU has been reported to be more flexible and hydrophilic.

Biotechnological Production

5-Hydroxymethyluracil (5hmU) is a thymine base modification found in the genomic DNA of diverse organisms ranging from bacteriophages to mammals.

5-Hydroxymethyluracil Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Hydroxymethyluracil Suppliers

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View Lastest Price from 5-Hydroxymethyluracil manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
5-hydroxymethyluracil 4433-40-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-14
Zhuozhou Wenxi import and Export Co., Ltd
Product
5-Hydroxymethyluracil 4433-40-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11
Career Henan Chemical Co
Product
5-Hydroxymethyluracil 4433-40-3
Price
US $20.00/KG
Min. Order
10KG
Purity
99%
Supply Ability
100kg
Release date
2018-08-01

4433-40-3, 5-HydroxymethyluracilRelated Search:


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  • 5-(hydroxymethyl)-uraci
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  • TIMTEC-BB SBB000084
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  • uracil-5-methanol
  • 5-(hydroxymethyl)-1H-pyrimidine-2,4-dione
  • 5-methyloluracil
  • 5-(Hydroxymethyl)pyrimidine-2,4(1H,3H)-dione, 5-(Hydroxymethyl)pyrimidine-2,4-diol
  • 5-(hydroxyMethyl)pyriMidine-2
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  • NSC 20901
  • α-HydroxythyMine
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  • 5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione|5-Hydroxymethyluracil
  • 5-(Hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
  • a-Hydroxythymine
  • 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)-
  • 4433-40-3
  • PYRIMIDINE
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