51455
Vitamin K3 2,3-epoxide
≥98.5% (HPLC)
Synonym(s):
1a,7a-Dihydro-1a-methylnaphth[2,3-b]oxirene-2,7-dione, 2,3-Epoxy-2,3-dihydro-2-methyl-1,4-naphthoquinone, 2-Methyl-1,4-naphthoquinone epoxide, Menadione 2,3-epoxide, NSC 65669
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About This Item
Empirical Formula (Hill Notation):
C11H8O3
CAS Number:
Molecular Weight:
188.18
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
144630
MDL number:
assay
≥98.5% (HPLC)
form
powder
color
white
suitability
complies for H-NMR
application(s)
cell analysis
storage temp.
−20°C
SMILES string
O=C1C2(C)C(O2)C(C3=CC=CC=C31)=O
InChI
1S/C11H8O3/c1-11-9(13)7-5-3-2-4-6(7)8(12)10(11)14-11/h2-5,10H,1H3
InChI key
NNUKDUBCRRYXDC-UHFFFAOYSA-N
Biochem/physiol Actions
Metabolite of vitamin K metabolism.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Nicole Jasmin Mueller et al.
Organic & biomolecular chemistry, 7(6), 1115-1119 (2009-03-06)
Three FMN-dependent oxidoreductases, YcnD and YhdA from Bacillus subtilis and Lot6p from Saccharomyces cerevisiae, oxidised alpha,beta-unsaturated carbonyl compounds and a thioether, respectively, to furnish the corresponding racemic epoxides or sulfoxide, respectively. The mechanism of this enzyme-mediated (rather than enzyme-catalysed) oxidation
A Brunmark et al.
Free radical biology & medicine, 5(3), 133-143 (1988-01-01)
The oxidation of various quinones by H2O2 results in quinone epoxide formation. The yield of epoxidation is inversely related to the degree of methyl substitution of the quinone and seems not to be dependent on the redox potential of the
Toru Kitano et al.
Biological & pharmaceutical bulletin, 35(4), 617-623 (2012-04-03)
We investigated the cytotoxicity of eight vitamin K3 (VK3) analogs against neuroblastoma cell lines (IMR-32, LA-N-1, NB-39, and SK-N-SH) and normal cell lines (human umbilical vein endothelial cells (HUVEC) and human dermal fibroblasts (HDF)) using a 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) assay.
The Active Site of Vitamin K and the Role of the Vitamin K-Dependent Carboxylase.
Naganathan, S., et al.
Journal of the American Chemical Society, 116, 9831-9839 (1994)
Xiao Lu et al.
ACS medicinal chemistry letters, 3(12), 1029-1033 (2012-12-13)
Cations of hydroxy-substituted 1,4-naphthoquinones were synthesized and evaluated as antiplasmodial agents against Plasmodium falciparum. The atovaquone analogues were found to be inactive as antagonists of parasite growth, which was attributed to ionization of the acidic hydroxyl moiety. Upon modification to
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 549959-1G | 04061836686079 |
| 549959-5G | 04061836686086 |
| 51455-100MG | 04061833473313 |
| 51455-10MG | 04061833425510 |
| 51455-500MG | 04061833499177 |
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