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1173-13-3

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  • 3-Cyclohexen-1-ol,3-[(1Z)-2-[(1R,3aR,7aR)-1-[(1R)-1,5-dimethylhexyl]-2,3,3a,6,7,7a-hexahydro-7a-methyl-1H-inden-4-yl]ethenyl]-4-methyl-,(1S)-

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  • 3-Cyclohexen-1-ol,3-[(1Z)-2-[(1R,3aR,7aR)-1-[(1R)-1,5-dimethylhexyl]-2,3,3a,6,7,7a-hexahydro-7a-methyl-1H-inden-4-yl]ethenyl]-4-methyl-,(1S)-

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1173-13-3 Usage

Chemical Properties

Pale Yellow Oil

Uses

Vitamin D3 (V676045) isomer. Vitamin D3 mediates intestinal calcium absorbtion, bone calcium metabolism and many other processes. During exposure to sunlight 7-dehydrocholesterol in converted to pre-vitamin D3, which undergoes a rapid transformation within the plasma membrane to vitamin D3.

Check Digit Verification of cas no

The CAS Registry Mumber 1173-13-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,7 and 3 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1173-13:
(6*1)+(5*1)+(4*7)+(3*3)+(2*1)+(1*3)=53
53 % 10 = 3
So 1173-13-3 is a valid CAS Registry Number.

1173-13-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name Previtamin D3

1.2 Other means of identification

Product number -
Other names (1S)-3-[(Z)-2-[(1R,3aR,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1173-13-3 SDS

1173-13-3Relevant articles and documents

Mechanism of error caused by isotope-labeled internal standard: Accurate method for simultaneous measurement of vitamin D and pre-vitamin D by liquid chromatography/tandem mass spectrometry

Huang, Min,Cadwallader, Amy B.,Heltsley, Rebecca

, p. 2101 - 2110 (2014)

Rationale Bias of up to 25% has been observed for vitamin D3 and D2 samples exposed to heating during sample preparation, even when isotope-labeled internal standards are used. The goals of this study were to identify the mechanism of the positive bias observed in measuring vitamin D 3 and D2 by liquid chromatography/tandem mass spectrometry (LC/MS/MS) and determine a way to eliminate the error source. METHODS Several internal standards with varying locations of labeling were used for comparison in this study. Additionally, different temperatures (25, 37, 55, and 75 °C) and different treatment times were investigated for sample preparation and a LC/MS/MS method capable of simultaneously measuring vitamin D and pre-vitamin D was developed. RESULTS It was demonstrated that the different conversion behaviors of the analyte and the internal standard were the cause of the positive bias. This bias was eliminated when internal standards with labeling remote from the double-bond area of the molecules were used. Additionally, sample preparation was shortened from overnight saponification at room temperature to 0.5 h at 75 °C. CONCLUSIONS The use of an internal standard with labeling remote from the conjugated area eliminated the error source and gave accurate correction at all of the temperatures investigated. Heating may be used for rapid sample preparation as an alternative to overnight saponification at room temperature. This work not only describes the mechanism of an inaccurate internal standard correction, but also establishes a rapid LC/MS/MS method for simultaneous measurement of vitamin D and pre-vitamin D.

Kinetics of thermal [1,7A]-sigmatropic shift of hexafluoro vitamin D3 and vitamin D3 derivatives. Evaluation of conformations of the A ring affected by 1-OH and 3-OH groups

Igarashi, Jun-Etsu,Ikeda, Masahiko,Sunagawa, Makoto

, p. 1431 - 1436 (1996)

The quantitative evaluation of the [1,7a]-sigmatropic rearrangement of vitamin D3 and its analogs affected by the conformations of the A ring using the 1H-NMR method was described. Although the side chain of the D ring had no effect on the hydrogen migration, the rearrangement was influenced by the hydroxy groups of the A ring.

ORGANIC REACTIONS AT HIGH PRESSURE. INTERCONVERSION OF PREVITAMIN D3 AND VITAMIN D3.

Dauben, William G.,Kowalczyk, Bruce A.,Funhoff, Dirk J. H.

, p. 3021 - 3024 (1988)

The interconversion of previtamin D3 and vitamin D3 at 20 deg C was effected at high pressure (15 kbar) in three solvent mixtures.The rate constants of k1 and k2 were determined to be 30 to 45 times larger than the corresponding 1 bar rate constants.The ΔV* was calculated to be -5.14 cm3/mol or lower, indicating a concerted sigmatropic hydrogen shift.

Effects of surface adsorption and confinement on the photochemical selectivity of previtamin D3 adsorbed within porous sol-gel derived alumina

Schultz, Forrest S.,Anderson, Marc A.

, p. 4933 - 4940 (1999)

It has been demonstrated that porous sol-gel derived (SGD) alumina can function as an effective microorganized medium in which to perform size- or shape-selective organic transformations. For the photolysis of 7- dehydrocholesterol (7D) encapsulated within SGD-alumina, it was found that the adsorption characteristics of 7D and the pore size of the SGD-alumina greatly influenced the photochemical selectivity of the cis-trans isomerization of previtamin D3 to tachysterol3. An increase in the ratio of previtamin D3 (P3) to tachysterol3 (T3) was obtained on photolysis of 7D adsorbed within SGD-alumina with a pore size of 10-20 ?. This result is attributed to a confinement effect that inhibits the cis-trans isomerization of P3 to T3. In addition to the confinement effect on the photochemical selectivity, it was found that the adsorption characteristics of 7D to the surface of SGD-alumina also play a critical role in the photochemical selectivity. The results indicate that confinement in addition to chemisorption via the 3-hydroxyl group of 7D to the surface of activated SGD- alumina is necessary to optimize the photochemical selectivity. The presented results also provide direct experimental evidence to demonstrate that adsorption solely to a metal oxide surface via the 3-hydroxyl group is not sufficient to inhibit the cis-trans isomerization of P3 to D3.

Biomimetic Synthesis of Chaxine and its Related Compounds

Niki, Misaki,Hirata, Yushi,Nakazaki, Atsuo,Wu, Jing,Kawagishi, Hirokazu,Nishikawa, Toshio

, p. 4848 - 4860 (2020/05/08)

The highly oxidized natural products chaxine B and BB have been synthesized from ergosterol in eight steps according to a route inspired by their proposed biosynthesis; key steps were an oxidative cascade from a furan intermediate to an enol ester using m-chloroperbenzoic acids (MCPBA), followed by diastereoselective epoxidation and acyloxy migration. This concise synthesis resulted in the revision of the structures of chaxine B and its naturally occurring analogs and syntheses of the unnatural analogues of these natural products for biological investigations.

Ultraviolet irradiation apparatus for photochemical reaction and preparation process of vitamin D derivative making use of the same

-

Page 10, (2008/06/13)

Disclosed herein are an ultraviolet irradiation apparatus for photochemical reactions which can irradiate the photo-reactive solution with ultraviolet rays having a specific wavelength suitable for the intended photochemical reaction at a high efficiency, and a process by which a provitamin D derivative can be converted into a provitamin D derivative at a high efficiency by means of a photochemical reaction by one-step process of light irradiation, thereby preparing a vitamin D derivative at a high efficiency. The ultraviolet irradiation apparatus irradiates the photo-reactive solution with the ultraviolet rays having the specific wavelength through a quartz rod. Specifically, the apparatus is constructed by an electric discharge lamp, a condensing and reflecting mirror and a plane mirror both having wavelength selective property, an optical filter which transmits the ultraviolet rays having the specific wavelength, and a quartz rod on which the ultraviolet rays having the specific wavelength are struck. The photo-reactive solution is irradiated with the ultraviolet rays from the quartz rod. The quartz rod is immersed in the photo-reactive solution, or a reaction vessel is irradiated with the ultraviolet rays from the quartz rod. In the preparation process of the vitamin D derivative, an ultraviolet irradiation apparatus for photochemical reactions having an ultraviolet radiation-emitting lamp, an optical system having wavelength selective property and a quartz rod on which the ultraviolet rays having the specific wavelength from the optical system are struck is used, and a solution of a provitamin D derivative is irradiated with the ultraviolet rays having the specific wavelength emitted from the quartz rod to cause a photochemical reaction of the provitamin D derivative solution, thereby forming a previtamin D derivative. The previtamin D derivative is further subjected to a thermal isomerization reaction to prepare the vitamin D derivative.

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