Nitromethylidenecyclohexane

Basic Info

Common NameNitromethylidenecyclohexane(F04066)
2D Structure
Description

Aromatic heterocycle containing a nitromethylene substituent. Fast acting neurotoxicant, effective both by contact or oral ingestion; they are relatively safe to vertebrates and degrade rapidly in the environment. (T10)

FRCD IDF04066
CAS Number27861-39-8
PubChem CID293636
FormulaC7H11NO2
IUPAC Name

nitromethylidenecyclohexane

InChI Key

JVQOIOZEAYCROA-UHFFFAOYSA-N

InChI

InChI=1S/C7H11NO2/c9-8(10)6-7-4-2-1-3-5-7/h6H,1-5H2

Canonical SMILES

C1CCC(=C[N+](=O)[O-])CC1

Isomeric SMILES

C1CCC(=C[N+](=O)[O-])CC1

Synonyms
        
            cyclohexane,(nitromethylene)-
        
            27861-39-8
        
            NSC160499
        
            Nitromethylenecyclohexane
        
            1-nitro-1-phenylmethane
        
            nitromethylidenecyclohexane
        
            AC1L6KM9
        
            AC1Q5A9G
        
            Cyclohexane, (nitromethylene)-
        
            SCHEMBL13928657
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic 1,3-dipolar compounds
ClassAllyl-type 1,3-dipolar organic compounds
SubclassOrganic nitro compounds
Intermediate Tree NodesNot available
Direct ParentC-nitro compounds
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsC-nitro compound - Propargyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Aliphatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as c-nitro compounds. These are compounds having the nitro group, -NO2 (free valence on nitrogen), which is attached to carbon.

Properties

Property NameProperty Value
Molecular Weight141.17
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity150
Monoisotopic Mass141.079
Exact Mass141.079
XLogP2.1
Formal Charge0
Heavy Atom Count10
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

Targets

Target Details

Neuronal acetylcholine receptor subunit alpha-3

General Function:
Ligand-gated ion channel activity
Specific Function:
After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane.
Gene Name:
CHRNA3
Uniprot ID:
P32297
Molecular Weight:
57479.54 Da
Mechanism of Action:
It acts as a neurotransmitter mimic , having both excitatory and depressant Ieffects, eventually blocking postsynaptic nicotinic receptors.
References
  1. Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
Target Details

Neuronal acetylcholine receptor subunit alpha-4

General Function:
Ligand-gated ion channel activity
Specific Function:
After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane permeable to sodium ions.
Gene Name:
CHRNA4
Uniprot ID:
P43681
Molecular Weight:
69956.47 Da
Mechanism of Action:
It acts as a neurotransmitter mimic , having both excitatory and depressant Ieffects, eventually blocking postsynaptic nicotinic receptors.
References
  1. Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
Target Details

Neuronal acetylcholine receptor subunit alpha-5

General Function:
Ligand-gated ion channel activity
Specific Function:
After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane.
Gene Name:
CHRNA5
Uniprot ID:
P30532
Molecular Weight:
53053.965 Da
Mechanism of Action:
It acts as a neurotransmitter mimic , having both excitatory and depressant Ieffects, eventually blocking postsynaptic nicotinic receptors.
References
  1. Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
Target Details

Neuronal acetylcholine receptor subunit beta-2

General Function:
Ligand-gated ion channel activity
Specific Function:
After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane permeable to sodiun ions.
Gene Name:
CHRNB2
Uniprot ID:
P17787
Molecular Weight:
57018.575 Da
Mechanism of Action:
It acts as a neurotransmitter mimic , having both excitatory and depressant Ieffects, eventually blocking postsynaptic nicotinic receptors.
References
  1. Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
Target Details

Acetylcholine receptor subunit beta

General Function:
Ligand-gated ion channel activity
Specific Function:
After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane.
Gene Name:
CHRNB1
Uniprot ID:
P11230
Molecular Weight:
56697.9 Da
Mechanism of Action:
It acts as a neurotransmitter mimic , having both excitatory and depressant Ieffects, eventually blocking postsynaptic nicotinic receptors.
References
  1. Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.