Diacetylmonoxime - 10mM in DMSO , CAS No.57-71-6

CAS: 57-71-6 Cat. No.: D424854 Molecular Weight: 101.1 Beilstein Registry Number: 605582 EC Number: 200-348-5

GRADE & PURITY 10mM in DMSO

Synonyms

BDM | biacetylmonooxime | NSC 116103 | Q63392903 | SDCCGSBI-0050078.P002 | 3-Butenoic acid, 97% | NCGC00024887-03 | 2, 3-butanedione monooxime | CCRIS 6215 | EN300-103351 | s3699 | UNII-19SQ93LM6H | UNII-S327O0T12O | 6-Ethyl-ortho-toluidine | BDBM50024959

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

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

Specifications

Synonyms

BDM | biacetylmonooxime | NSC 116103 | Q63392903 | SDCCGSBI-0050078.P002 | 3-Butenoic acid, 97% | NCGC00024887-03 | 2, 3-butanedione monooxime | CCRIS 6215 | EN300-103351 | s3699 | UNII-19SQ93LM6H | UNII-S327O0T12O | 6-Ethyl-ortho-toluidine | BDBM50024959

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

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CC(=NO)C(=O)C
• IUPAC Name: (3E)-3-hydroxyiminobutan-2-one
• InChIKey: FSEUPUDHEBLWJY-HWKANZROSA-N
• INCHI: 1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
• 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Oximes

• 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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ARSA Tbio Cerebroside-sulfatase (655 Activities)

Discover Target: ARSA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

Discover Target: PIN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BLM Tchem Bloom syndrome protein (4248 Activities)

Discover Target: BLM

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

Discover Target: PMP22

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Saccharomyces cerevisiae (19171 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Npsr1 Neuropeptide S receptor (260 Activities)

Discover Target: Npsr1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

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

References

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