BUTADIENE

General Information

MaintermBUTADIENE
CAS Reg.No.(or other ID)106-99-0
Regnum 175.105
177.2800
176.170
176.180
178.3790
177.1020
177.1030
177.1050
177.1480
177.2600
177.1635
177.1640
177.1810

From www.fda.gov

Toxicity Profile

Route of ExposureInhalation
Mechanism of ToxicityCertain metabolites of 1,3-butadiene have been shown to bind to DNA and nucleoproteins, forming protein-DNA and DNA-DNA crosslinks. Specifically, 1,2-epoxybutene-3 and diepoxybutane react with guanine to cause crosslinking.
Metabolism1,3-Butadiene is absorbed following inhalation and is distributed to the adipose tissue, brain, liver, septum, and kidney. 1,3-Butadiene is believed to be metabolized in the liver by cytochrome P-450 enzymes, forming 1,2-epoxybutene-3 as the main metabolite. 1,2-Epoxybutene-3 is further transformed into 3-butene-1,2-diol by microsomal epoxide hydrolase. The metabolites of 1,3-butadiene are exhaled as carbon dioxide or excreted in the urine.
Toxicity ValuesLD50: 3.21 g/kg (Oral, Mouse) LC50: 270 000 mg/m3 over 2 hours (Inhalation, Mouse)
Lethal Dose
Carcinogenicity (IARC Classification)1, carcinogenic to humans.
Minimum Risk Level
Health EffectsBreathing high levels of 1,3-butadiene causes central nervous system damage. Chronic exposure may also cause lung damage and kidney, liver, and cardiovascular disease. In addition, 1,3-butadiene is a known human carcinogen. (L990)
Treatment
Reference
  1. Goggin M, Loeber R, Park S, Walker V, Wickliffe J, Tretyakova N: HPLC-ESI+-MS/MS analysis of N7-guanine-N7-guanine DNA cross-links in tissues of mice exposed to 1,3-butadiene. Chem Res Toxicol. 2007 May;20(5):839-47. Epub 2007 Apr 25.[17455958 ]
  2. Boysen G, Scarlett CO, Temple B, Combs TP, Brooks NL, Borchers CH, Swenberg JA: Identification of covalent modifications in P450 2E1 by 1,2-epoxy-3-butene in vitro. Chem Biol Interact. 2007 Mar 20;166(1-3):170-5. Epub 2007 Jan 17.[17298833 ]
  3. Norppa H: Genetic susceptibility, biomarker respones, and cancer. Mutat Res. 2003 Nov;544(2-3):339-48.[14644336 ]
  4. Ollagnier-de Choudens S, Fontecave M: The lipoate synthase from Escherichia coli is an iron-sulfur protein. FEBS Lett. 1999 Jun 18;453(1-2):25-8.[10403368 ]
  5. Zhang ZC, Zhang X, Yu QY, Liu ZC, Xu CM, Gao JS, Zhuang J, Wang X: Pd cluster nanowires as highly efficient catalysts for selective hydrogenation reactions. Chemistry. 2012 Feb 27;18(9):2639-45. doi: 10.1002/chem.201102903. Epub 2012 Jan 26.[22282407 ]

From T3DB

Targets

Target Details

Transient receptor potential cation channel subfamily A member 1

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
References
  1. Nilius B, Prenen J, Owsianik G: Irritating channels: the case of TRPA1. J Physiol. 2011 Apr 1;589(Pt 7):1543-9. doi: 10.1113/jphysiol.2010.200717. Epub 2010 Nov 15. [21078588 ]

From T3DB