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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
Molecular Weight:
142.11
MDL Number:
MFCD00056024
MOL File:
4433-40-3.mol
MSDS File:
SDS
Last updated:2026-01-13 11:23:46
Product description Number Pack Size Price
5-(Hydroxymethyl)uracil 97% 852589 1g $31.4
5-Hydroxymethyluracil H1323 5G $52
5-Hydroxymethyluracil H1323 25G $155
Hydroxymethyl Uracil ≥98% 89360 250mg $12
Hydroxymethyl Uracil 89360 1000mg $37
More product size

5-Hydroxymethyluracil Properties

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)
FDA UNII 590TQ3GL34
EPA Substance Registry System 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- (4433-40-3)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Safety Statements  22-24/25
WGK Germany  3
RTECS  YR0513000
TSCA  TSCA listed
HazardClass  IRRITANT
HS Code  29335990
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

5-Hydroxymethyluracil price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 852589 5-(Hydroxymethyl)uracil 97% 4433-40-3 1g $31.4 2026-03-19 Buy
TCI Chemical H1323 5-Hydroxymethyluracil 4433-40-3 5G $52 2026-03-19 Buy
TCI Chemical H1323 5-Hydroxymethyluracil 4433-40-3 25G $155 2026-03-19 Buy
Cayman Chemical 89360 Hydroxymethyl Uracil ≥98% 4433-40-3 250mg $12 2024-03-01 Buy
Cayman Chemical 89360 Hydroxymethyl Uracil 4433-40-3 1000mg $37 2024-03-01 Buy
Product number Packaging Price Buy
852589 1g $31.4 Buy
H1323 5G $52 Buy
H1323 25G $155 Buy
89360 250mg $12 Buy
89360 1000mg $37 Buy

5-Hydroxymethyluracil Chemical Properties,Uses,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.

References

[1] Patent: US2004/38995, 2004, A1. Location in patent: Page/Page column 4-6
[2] Synlett, 2002, # 12, p. 2043 - 2044
[3] Patent: US2016/75720, 2016, A1. Location in patent: Paragraph 0321
[4] Canadian Journal of Chemistry, 2007, vol. 85, # 4, p. 302 - 312
[5] Canadian Journal of Chemistry, 2005, vol. 83, # 10, p. 1731 - 1740

50-00-0
66-22-8
4433-40-3
Synthesis of 5-Hydroxymethyluracil from Formaldehyde and Uracil
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View Lastest Price from 5-Hydroxymethyluracil manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Hydroxymethyluracil pictures 2021-07-13 5-Hydroxymethyluracil
4433-40-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
5-hydroxymethyluracil  pictures 2020-05-15 5-hydroxymethyluracil
4433-40-3
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
5-Hydroxymethyluracil pictures 2019-07-06 5-Hydroxymethyluracil
4433-40-3
US $20.00 / KG 10KG 99% 100kg Career Henan Chemical Co
3h)-pyrimidinedione,5-(hydroxymethyl)-4(1h 5-(hydroxymethyl)-uraci RARECHEM AH CK 0115 TIMTEC-BB SBB000084 AURORA KA-547 HYDROXYMETHYL URACIL 5-HYDROXYMETHYLURACIL 5-(HYDROXYMETHYL)URACIL HYDRATE 5-HYDROXYMETHYLURACYL 5-(HYDROXYMETHYL)-2,4(1H,3H)PYRIMIDINEDIONE 2,4-DIHYDROXY-5-HYDROXYMETHYLPYRIMIDINE 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- (9CI) 5-(Hydroxymethyl)uracil,98% 5-(hydroxymethyl)pyrimidine-2,4-dione 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 5-(HydroxyMethyl)-1,3-dihydropyriMidine-2,4-dione NSC 20901 α-HydroxythyMine 5-(hydroxymethyl)pyrimidine-2,4-diol 5-(Hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione 5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione|5-Hydroxymethyluracil a-Hydroxythymine 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- 5-Hydroxymethyluracil, 10 mM in DMSO 5-(hydroxymethyl)pyrimidine-2,4-diol - [H23706] 4433-40-3 PYRIMIDINE Nucleotides and Nucleosides Nucleic acids 5-FOA Bases & Related Reagents Nucleotides Building Blocks Heterocyclic Building Blocks Pyrimidines