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94956

Sigma-Aldrich

Vinylcyclohexene dioxide

purum, suitable for electron microscopy, mixture of isomers, ≥96.0% (GC)

Sinónimos:

4-vinyl-1-cyclohexene diepoxide, 1,2-Epoxy-4-epoxyethylcyclohexane, 3-Epoxyethyl-7-oxabicyclo[4.1.0]heptane

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About This Item

Fórmula empírica (notación de Hill):
C8H12O2
Número de CAS:
106-87-6
Peso molecular:
140.18
Beilstein/REAXYS Number:
106071
EC Number:
203-437-7
MDL number:
MFCD00022354
UNSPSC Code:
12162002
PubChem Substance ID:
57653591
NACRES:
NA.25

grade

purum

assay

≥96.0% (GC)

form

liquid

technique(s)

electron microscopy: suitable

refractive index

n20/D 1.477 (lit.)
n20/D 1.479

bp

230-232 °C (lit.)

density

1.094 g/mL at 25 °C (lit.)

SMILES string

C1CC2OC2CC1C3CO3

InChI

1S/C8H12O2/c1-2-6-7(10-6)3-5(1)8-4-9-8/h5-8H,1-4H2

InChI key

OECTYKWYRCHAKR-UHFFFAOYSA-N

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Application

Vinylcyclohexene dioxide (VCD) may be used to study and understand its effect on ovarian follicles and effects on epithelial differentiation.

Related product

Referencia del producto
Descripción
Precios

03989

Eukitt® Quick-hardening mounting medium, for microscopy

05393

Eukitt® UV, for microscopy

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Muta. 2 - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCBW6333
BCBW2871
BCBV3216
BCBV1352
BCBT2645

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Sigma-Aldrich

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Laura A Laviolette et al.
Menopause (New York, N.Y.), 18(5), 549-557 (2011-01-12)
Ovarian cancer is often diagnosed in women after menopause when the levels of the serum gonadotropins follicle-stimulating hormone (FSH) and luteinizing hormone (LH) are increased because of the depletion of growing follicles within the ovary. The ability of FSH and
Connie J Kappeler et al.
Systems biology in reproductive medicine, 58(1), 57-62 (2012-01-14)
The occupational chemical 4-vinylcyclohexene diepoxide (VCD) has been shown to cause selective destruction of ovarian small pre-antral (primordial and primary) follicles in rats and mice by accelerating the natural, apoptotic process of atresia. Chemicals that destroy primordial follicles are of
Connie J Mark-Kappeler et al.
Biology of reproduction, 85(4), 755-762 (2011-06-17)
In vitro exposure of Postnatal Day 4 (PND4) rat ovaries to the occupational chemical 4-vinylcyclohexene diepoxide (VCD) destroys specifically primordial and primary follicles via acceleration of atresia. Because oocyte-expressed c-kit (KIT) plays a critical role in follicle survival and activation
Poulomi Bhattacharya et al.
Toxicology and applied pharmacology, 267(1), 49-56 (2013-01-01)
4-Vinylcyclohexene diepoxide (VCD) destroys ovarian primordial and small primary follicles via apoptosis. In mice, VCD exposure induces ovarian mRNA expression of glutathione S-transferase (GST) family members, including isoform mu (Gstm). Extra-ovarian GSTM negatively regulates pro-apoptotic apoptosis signal-regulating kinase 1 (ASK1)
Jazmin I Acosta et al.
Endocrinology, 150(9), 4248-4259 (2009-05-28)
Clinical research suggests that type of ovarian hormone loss at menopause influences cognition. Until recently ovariectomy (OVX) has been the primary rodent model to examine effects of ovarian hormone loss on cognition. This model limits evaluations to abrupt and complete
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