4-Vinylcyclohexene
4-Vinylcyclohexene structure
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Common Name | 4-Vinylcyclohexene | ||
|---|---|---|---|---|
| CAS Number | 100-40-3 | Molecular Weight | 108.181 | |
| Density | 0.9±0.1 g/cm3 | Boiling Point | 128.9±20.0 °C at 760 mmHg | |
| Molecular Formula | C8H12 | Melting Point | -101 °C | |
| MSDS | Chinese USA | Flash Point | 20.0±0.0 °C | |
| Symbol |
GHS02, GHS07, GHS08 |
Signal Word | Danger | |
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Impact of environmental exposures on ovarian function and role of xenobiotic metabolism during ovotoxicity.
Toxicol. Appl. Pharmacol. 261(3) , 227-35, (2012) The mammalian ovary is a heterogeneous organ and contains oocyte-containing follicles at varying stages of development. The most immature follicular stage, the primordial follicle, comprises the ovarian reserve and is a finite number, defined at the time of b... |
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Effect of bcl-2 overexpression in mice on ovotoxicity caused by 4-vinylcyclohexene.
Toxicol. Appl. Pharmacol. 215(1) , 51-6, (2006) The occupational chemical 4-vinylcyclohexene (VCH) destroys small preantral ovarian follicles in mice following repeated daily dosing. The cell survival gene bcl-2 is thought to protect against follicular death during embryogenesis because primordial follicle... |
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Role of induction of specific hepatic cytochrome P450 isoforms in epoxidation of 4-vinylcyclohexene.
Drug Metab. Dispos. 29(9) , 1236-42, (2001) 4-Vinyl-1-cyclohexene (VCH) is ovotoxic in B6C3F(1) mice but not in Fischer-344 rats, which can be partially attributed to greater formation of toxic epoxides from VCH in mice compared with rats. Since repeated exposure to VCH is necessary to cause ovotoxicit... |
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Stereochemical aspects in the 4-vinylcyclohexene biotransformation with rat liver microsomes and purified cytochrome P450s: diepoxide formation and hydrolysis.
Chem. Res. Toxicol. 16(1) , 56-65, (2003) A 51-year-old woman was brought to the emergency room after the development of nonsensical speech, including confused word choices and difficulty with naming objects and counting. Her husband noted that she had reported headache, nausea, vomiting, and fatigue... |
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Stereochemical aspects of vinylcyclohexene bioactivation in rodent hepatic microsomes and purified human cytochrome P450 enzyme systems.
Drug Metab. Dispos. 29(2) , 179-84, (2001) The racemic mixture of 4-vinylcyclohexene (VCH) forms ovotoxic epoxides [VCH-1,2-epoxide, VCH-7,8-epoxide, and vinylcyclohexene diepoxide (VCD)] by cytochrome P450 (CYP) in B6C3F(1) female mice. These epoxides deplete primordial and primary follicles. The cur... |
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Development of an animal model for ovotoxicity using 4-vinylcyclohexene: a case study.
Birth Defects Res. B Dev. Reprod. Toxicol. 80(2) , 113-25, (2007) The occupational chemical 4-vinylcyclohexene (VCH) has been shown to cause destruction of small pre-antral follicles in ovaries of mice. Further, its monoepoxide metabolites, 1,2-VCH epoxide, 7,8-VCH epoxide, and the diepoxide, VCD, have been shown to cause p... |
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In vitro ovarian tissue and organ culture: a review.
Front. Biosci. 7 , d1979-89, (2002) Many investigations have utilized techniques for culturing ovarian tissue or isolated follicles in vitro. Whole ovaries from fetal or neonatal rodents have been incubated in organ culture systems. This has been utilized to understand the sequence of follicle ... |
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Evaluation of hepatic cytochrome P4502E1 in the species-dependent bioactivation of 4-vinylcyclohexene.
Life Sci. 69(8) , 923-34, (2001) 4-Vinyl-1-cyclohexene (VCH), is converted by multiple forms of cytochrome P450 (CYP) to two monoepoxides (4-vinyl-1-cyclohexene 1,2-epoxide [VCH-1,2-epoxide], 4-vinyl-1-cyclohexene 7,8-epoxide [VCH-7,8-epoxide]), and 4-vinyl-1-cyclohexene diepoxide (VCD). A g... |
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Ovarian metabolism of xenobiotics.
Exp. Biol. Med. (Maywood.) 236(7) , 765-71, (2011) At birth, the mammalian ovary contains a finite number of primordial follicles, which once depleted, cannot be replaced. Xenobiotic exposures can destroy primordial follicles resulting in premature ovarian failure and, consequently, early entry into menopause... |
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Effect of 4-vinylcyclohexene on micronucleus formation in the bone marrow of rats and mice.
Drug Chem. Toxicol. 24(3) , 273-85, (2001) This study was conducted to evaluate the potential of 4-vinylcyclohexene (VCH) to induce micronuclei in the bone marrow of mice and rats. Male and female Crl:CD BR (Sprague-Dawley) rats and B6C3F1/CrBR mice were exposed to VCH 6 hr/day for 2 days or for 13 we... |