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Diacetylmonoxime - 10mM in DMSO, high purity , CAS No.57-71-6
Non-selective myosin ATPase inhibitor
Basic Description
Synonyms
2,3-butanedione monoxime | Diacetyl monoxime | Diacetylmonoxime | Biacetyl monoxime | Biacetyl monooxime | 57-71-6 | Diacetyl monooxime | Diacetylmonooxime | 2,3-Butanedione-2-monoxime | 2,3-Butanedione 2-oxime | 2-Oximino-3-butanone | 3-Oximino-2-butanone | 2,3-Butanedione, mon
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Non-selective myosin ATPase inhibitor (K i = 5 mM at myosin II). Potent Kv2.1 (DRK1) and L-Type Ca 2+ channel inhibitor (K i and IC 50 values are 10.7 nM and 5.8 mM, respectively). Blood-brain barrier permeable. Inhibits muscle contraction.
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
2,3-Butanedione monoxime has been used: · in single-molecule myosin V motility assays · as an anesthetic in the approach of imaging transgenic animals · to reduce rigor tension in muscle fibres · as a media component for mice cardiomyocytes culture
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic nitrogen compounds
Class
Organonitrogen compounds
Subclass
Oximes
Intermediate Tree Nodes
Not available
Direct Parent
Ketoximes
Alternative Parents
Ketones Organopnictogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aliphatic acyclic compounds
Substituents
Ketoxime - Ketone - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
Description
This compound belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl).
External Descriptors
ketoxime
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(3E)-3-hydroxyiminobutan-2-one
INCHI
InChI=1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
InChIKey
FSEUPUDHEBLWJY-HWKANZROSA-N
Smiles
CC(=NO)C(=O)C
Isomeric SMILES
C/C(=N\O)/C(=O)C
WGK Germany
3
RTECS
EK3150000
Molecular Weight
101.1
Beilstein
605582
Reaxy-Rn
605582
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=605582&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Boil Point(°C)
185-186°C
Melt Point(°C)
76°C
Molecular Weight
101.100 g/mol
XLogP3
0.400
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
101.048 Da
Monoisotopic Mass
101.048 Da
Topological Polar Surface Area
49.700 Ų
Heavy Atom Count
7
Formal Charge
0
Complexity
106.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
1
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Shilong Jiang, Song Cheng, Jiashun Cao, Cailiang Yue, Jianglei Xiong, Cong Jiang, Hongzhan Cai, Jianhua Wu.
(2024)
Monodispersed Co-N3 loaded carbon nitride mediated peroxymonosulfate activation for rapid degradation of trace urea via singlet oxygen. CHEMICAL ENGINEERING JOURNAL,
479
(147526).
2.
Yanli He, Shuguang Shen, Ying Wang, Chenyuan Guo, Yaping Yuan, Yaru Fan, Lili Zhang, Yuyan Song.
(2023)
Simple and efficient strategy for α-MnO2/C by in-situ synthesis and its performance for degrading urea process wastewater. Journal of Environmental Chemical Engineering,
11
(110303).
3.
Yaping Yuan, Jing Li, Chenyuan Guo, Lili Zhang, Yuyan Song, Yanli He, Yankun Luo, Shuguang Shen.
(2023)
An ultralight aerogel-type urea absorbent for the development of a wearable artificial kidney. NEW JOURNAL OF CHEMISTRY,
47
(15):
(7101-7110).
4.
Yanmei Huang, Yuting Wang, Yang Liu, Aijing Ma, Jianzhou Gui, Chaoxin Zhang, Yifu Yu, Bin Zhang.
(2023)
Unveiling the quantification minefield in electrocatalytic urea synthesis. CHEMICAL ENGINEERING JOURNAL,
453
(139836).
5.
Chenyuan Guo, Shuguang Shen, Meina Li, Ying Wang, Jing Li, Yuanquan Xing, Cui Wang, Huajie Pan.
(2021)
Rapid in situ synthesis of MgAl-LDH on η-Al2O3 for efficient hydrolysis of urea in wastewater. JOURNAL OF CATALYSIS,
395
(54).
6.
Wang Ying, Shen Shuguang, Li Meina, Sun Yujuan, Li Binbin.
(2018)
In Situ Growth of Highly Active MgAl Layered Double Hydroxide on η-Al2O3 for Catalytic Hydrolysis of Urea in Wastewater. CATALYSIS LETTERS,
148
(7):
(1893-1903).
7.
Shen Shuguang, Li Meina, Li Binbin, Zhao Zhijun.
(2014)
Catalytic hydrolysis of urea from wastewater using different aluminas by a fixed bed reactor. ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,
21
(21):
(12563-12568).
8.
Huang Da-Shuai, Qiu Xiao-Feng, Huang Jia-Run, Mao Min, Liu Lingmei, Han Yu, Zhao Zhen-Hua, Liao Pei-Qin, Chen Xiao-Ming.
(2024)
Electrosynthesis of urea by using Fe2O3 nanoparticles encapsulated in a conductive metal–organic framework. Nature Synthesis,
(1-10).
9.
Yichun Lou, Haoyu Chen, Linrui Wang, Shengpeng Chen, Yameng Song, Yifei Ding, Zixiang Hao, Chengli He, Dong Qiu, Hui Li, Junjian Wang, Duanyang Liu, Xiaoli Cui.
(2025)
Mechanochemical Urea Synthesis Using Ammonia–Water and Carbon Dioxide Under Mild Conditions: An Experimental and Theoretical Study. ACS Sustainable Chemistry & Engineering,
10.
Lingjia Ma, Jiongliang Yuan, Zhaotao Liu, Yiqing Luo, Yuning Su, Kunye Zhu, Zefeng Feng, Huihua Niu, Shuaishuai Xiao, Jianjun Wei, Xu Xiang.
(2024)
Mesoporous Electrocatalysts with p–n Heterojunctions for Efficient Electroreduction of CO2 and N2 to Urea. ACS Applied Materials & Interfaces,
16
(20):
(26015-26024).
11.
Wang Ling, Lou Qing, Qian Haixia, Yin Xiaoshuang, Liu Ying, Yang Wenzhong, Xu Hui.
(2025)
ZnCdS-BiFeO3 heterojunction loaded with cobalt catalyst boosting photoelectrocatalytic hydrogen evolution. Science China-Materials,
(1-10).
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11 Citations