FRCD

Common Name	Bronidox(F04338)
2D Structure
Description	Bronidox is an organobromide that is a nitrobromo derivative of dioxane. It is used as a stabilizer, surfacant, bactericide, and a preservative in immunology and cosmetics. It is corrosive to metals. Bronidox has been used in cosmetics since the mid-1970s as preservative for shampoos and foam baths.
FRCD ID	F04338
CAS Number	30007-47-7
PubChem CID	1807
Formula	C4H6BrNO4
IUPAC Name	5-bromo-5-nitro-1,3-dioxane
InChI Key	XVBRCOKDZVQYAY-UHFFFAOYSA-N
InChI	InChI=1S/C4H6BrNO4/c5-4(6(7)8)1-9-3-10-2-4/h1-3H2
Canonical SMILES	C1C(COCO1)([N+](=O)[O-])Br
Isomeric SMILES	C1C(COCO1)([N+](=O)[O-])Br
Synonyms	5-Brom-5-nitro-1,3-dioxan 5-Bromo-5-nitro-1,3-dioxane 30007-47-7 Bronidox 1,3-Dioxane, 5-bromo-5-nitro- 5-Bromo-5-nitro-m-dioxane UNII-U184I9QBNM EINECS 250-001-7 m-DIOXANE, 5-BROMO-5-NITRO- 5-Brom-5-nitro-1,3-dioxan [German]
Classifies	Pesticide
Update Date	Nov 13, 2018 17:07

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Dioxanes
Subclass	1,3-dioxanes
Intermediate Tree Nodes	Not available
Direct Parent	1,3-dioxanes
Alternative Parents	Hydrocarbon derivatives Organic oxides Organopnictogen compounds Organonitrogen compounds Acetals Oxacyclic compounds Organobromides Alkyl bromides Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds C-nitro compounds
Molecular Framework	Aliphatic heteromonocyclic compounds
Substituents	Meta-dioxane - C-nitro compound - Organic nitro compound - Acetal - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Oxacycle - Organooxygen compound - Organonitrogen compound - Organobromide - Organic nitrogen compound - Organohalogen compound - Alkyl bromide - Alkyl halide - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aliphatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as 1,3-dioxanes. These are organic compounds containing 1,3-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 3.

Property Name	Property Value
Molecular Weight	211.999
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Complexity	139
Monoisotopic Mass	210.948
Exact Mass	210.948
XLogP	0.3
Formal Charge	0
Heavy Atom Count	10
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Targets

General Function:: Temperature-gated cation channel activity
Specific Function:: Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function (PubMed:25389312, PubMed:25855297). Has a central role in the pain response to endogenous inflammatory mediators and to a diverse array of volatile irritants, such as mustard oil, cinnamaldehyde, garlic and acrolein, an irritant from tears gas and vehicule exhaust fumes (PubMed:25389312, PubMed:20547126). Is also activated by menthol (in vitro)(PubMed:25389312). Acts also as a ionotropic cannabinoid receptor by being activated by delta(9)-tetrahydrocannabinol (THC), the psychoactive component of marijuana (PubMed:25389312). May be a component for the mechanosensitive transduction channel of hair cells in inner ear, thereby participating in the perception of sounds. Probably operated by a phosphatidylinositol second messenger system (By similarity).
Gene Name:: TRPA1
Uniprot ID:: O75762
Molecular Weight:: 127499.88 Da

Ghannoum M, Thomson M, Bowman W, Al-Khalil S: Mode of action of the antimicrobial compound 5-bromo-5-nitro-1,3-dioxane (bronidox). Folia Microbiol (Praha). 1986;31(1):19-31. [3082729 ]