Basic information
- CAS
1123-95-1- Standard SMILES
Nc1[nH]c(=O)ncc1CO- InChIKey
RYVNIFSIEDRLSJ-UHFFFAOYSA-N- Molecular formula
- C5H7N3O2
- Average molar mass
- 141.13 g/mol
- Monoisotopic mass
- 141.05382648
Overview
5-(hydroxymethyl)cytosine is a nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a hydroxymethyl group. It has a role as a mouse metabolite and a human metabolite. It is an aromatic primary alcohol, a pyrimidone, an aminopyrimidine and a nucleobase analogue. It is functionally related to a cytosine.
Names & identifiers
- Preferred name
- 5-(Hydroxymethyl)cytosine
- IUPAC
- 6-amino-5-(hydroxymethyl)-1H-pyrimidin-2-one
- English name
- 5-Hydroxymethylcytosine
- Molecular formula
- C5H7N3O2
- Molecular weight
- 141.13
Names & synonyms
5-Hydroxymethylcytosine1123-95-15-(hydroxymethyl)cytosine4-Amino-5-(hydroxymethyl)-2(1H)-pyrimidinone6CD2RLN1NK2(1H)-Pyrimidinone, 4-amino-5-(hydroxymethyl)-DTXSID70149990NSC-27368CHEBI:767925-hydroxylmethylcytosineRefChem:102910DTXCID0072481
Show more names
5hmC5-HYDROXYMETHYLCYTOSHM-cytosine, 10 mM in DMSO5-Hydroxymethylcytosinefreebase6-amino-5-methylol-1H-pyrimidin-2-one4-amino-5-methylol-3H-pyrimidin-2-one5-(Hydroxymethyl)Cytosine Hydrochloride
4-amino-5-(hydroxymethyl)pyrimidin-2-ol6-amino-5-(hydroxymethyl)-1H-pyrimidin-2-one4-amino-5-(hydroxymethyl)pyrimidin-2(1H)-one5-HYDROXYMETHYL CYTOSINEMFCD000473695-pyrimidinemethanol, 4-amino-2-hydroxy-4-Amino-2-hydroxy-5-hydroxymethylpyrimidineHM-cytosine
Database identifiers
- CAS
1123-95-1- PubChem CID
- 70751
Properties
Computed structural properties
- XLogP
- -1.5
- Topological polar surface area
- 87.7 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 219
Physicochemical properties
- Melting point
- 299.85 °C · >299.85°C
- Boiling point
- 258.15 °C · 258.15°C (rough estimate)
- Density
- 1.3818 · 1.3818 (rough estimate)
- refractive index
- 1.619 · 1.6190 (estimate)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- DMSO (Sparingly), Methanol (Slightly, Heated, Sonicated)
- form
- Solid
- pka
- 8.61 · 8.61±0.10(Predicted)
- color
- Pale Yellow to Beige
- Major Application
- cell analysisclinical researchgeneral analyticallife science and biopharmametabolomics
- InChI
- InChI=1S/C5H7N3O2/c6-4-3(2-9)1-7-5(10)8-4/h1,9H,2H2,(H3,6,7,8,10)
- InChIKey
- RYVNIFSIEDRLSJ-UHFFFAOYSA-N
- SMILES
- OCC1=CNC(N=C1N)=O
- FDA UNII
- 6 CD2RLN1NK · 6CD2RLN1NK
- UNSPSC Code
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- hs_code
- 29335990
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
Uses5-(Hydroxymethyl)cytosine is a DNA pyrimidine nitrogen base.It may regulate gene expression or prompt DNA demethylation. 5-Hydroxymethylcytosine may be especially important in the central nervous system, as it is found in very high levels there.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers86 total
北京华美互利生物化工010-56205725 · [email protected]
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
上海策嵘生物科技有限公司[email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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