基本情報
- 標準SMILES
O=c1[nH]cc(CO)c(=O)[nH]1- InChIKey
JDBGXEHEIRGOBU-UHFFFAOYSA-N- 分子式
- C5H6N2O3
- 平均分子量
- 142.11 g/mol
- 単同位体質量
- 142.03784205
概要
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 is functionally related to a uracil.
名称と識別子
- 優先名称
- 5-(Hydroxymethyl)uracil
- IUPAC
- 5-(hydroxymethyl)-1H-pyrimidine-2,4-dione
- 現地名
- 5-(ヒドロキシメチル)ウラシル
- 英語名
- 5-Hydroxymethyluracil
- 分子式
- C5H6N2O3
- 分子量
- 142.11
名称と別名
名称をさらに表示
データベース識別子
- CAS
4433-40-3- PubChem CID
- 78168
- DTXSID
DTXSID9063455- ChEMBL
CHEMBL1233360- ChEBI
CHEBI:16964- UNII
- 590TQ3GL34
- EC Number
- 224-636-5
- Nikkaji
- J58.058I
物性
構造計算による物性
- XLogP
- -1.9
- 極性表面積
- 78.4 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 3
- 回転可能結合数
- 1
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 209
実験および物理化学的性質
Collision Cross Section
119.21 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
124.5 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
124.1 Ų [M-H]-
物理化学的性質
- 融点
- 300 °C · >300 °C(lit.)
- 比重(密度)
- 1.401 · 1.401±0.06 g/cm3(Predicted)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- DMSO(微熱)、メタノール(微熱)、水(微熱)
- 酸解離定数(Pka)
- 8.46 · 8.46±0.10(Predicted)
- 外見
- 個体
- 色
- 白い
- 水溶解度
- 100 %エタノールに20℃で50g/Lです。 · 水に溶かす。溶解度はDMSO、ジメチルホルムアミド、100%エタノールに20℃で50g/Lです。
- BRN
- 125482 · 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 データベース
- 4433 · 4433-40-3(CAS DataBase Reference)
- EPAの化学物質情報
- 2 · 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- (4433-40-3)
化学的性質
化学的特性White Powder
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.
Warning
H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- YR0513000
- hs_code
- 29335990
- hazard_code
- Xi
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.
Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.
用途と製造
応用分野
解説C5H6N2O3(142.11).5-(ヒドロキシメチル)ウラシルは,ウラシルにホルムアルデヒドを付加させると得られる.分解点260~300 ℃.λmax 261 nm(ε 8×103,pH 7).枯草菌に感染するファージ ψe のDNAでは,チミンのすべてがこの塩基で置換されている.異常に高い浮遊密度(1.742 g cm-3)と低い融解温度(77.5 ℃)の原因物質であるとみられている.森北出版「化学辞典(第2版)
説明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.
使用5-Hydroxymethyluracil (cas# 4433-40-3) is a compound useful in organic synthesis.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義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.
関連反応
関連ノート
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