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739-13-9

5,6-epoxyretinal, also known as 5,6-epoxyretinol, is a naturally occurring chemical compound derived from vitamin A (retinol). It plays a crucial role in the visual cycle, which is essential for maintaining proper vision. In the retina, 5,6-epoxyretinal is converted to 11-cis-retinal, which then binds to the opsin protein to form rhodopsin, a light-sensitive pigment. Upon exposure to light, rhodopsin undergoes a series of chemical reactions that initiate the process of vision. The 5,6-epoxyretinal is regenerated from all-trans-retinal, which is produced after the light-induced isomerization of 11-cis-retinal. This regeneration is facilitated by the enzyme retinal isomerase, ensuring a continuous supply of 11-cis-retinal for the visual cycle. The compound is also of interest in research due to its potential therapeutic applications, such as in the treatment of certain retinal diseases.

739-13-9

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739-13-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 739-13-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,3 and 9 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 739-13:
(5*7)+(4*3)+(3*9)+(2*1)+(1*3)=79
79 % 10 = 9
So 739-13-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H28O2/c1-16(8-6-9-17(2)11-15-21)10-14-20-18(3,4)12-7-13-19(20,5)22-20/h6,8-11,14-15H,7,12-13H2,1-5H3/b9-6+,14-10+,16-8-,17-11+

739-13-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (2E,4E,6Z,8E)-3,7-dimethyl-9-(1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-6-yl)nona-2,4,6,8-tetraenal

1.2 Other means of identification

Product number -
Other names 5,6-Monoepoxyvitamin A-aldehyd

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:739-13-9 SDS

739-13-9Relevant articles and documents

A convenient synthesis of retinal derivatives with modified trimethylcyclohexene ring

Mironova,Leont'eva,Shevyakov,Alexeeva,Shvets,Demina,Krasnokutskaya,Finkel'shtein,Khodonov

, p. 487 - 493 (2007/10/03)

A method of simultaneous one-stage synthesis of three retinal derivatives (5,6-dioxo-5,6-seco-, 5,6-dihydro-5,6-epoxy-, and 4-oxoretinal) was proposed, with the yield of the first derivative being ～50%. These compounds are useful tools for studying the an

One step and convenient preparations of 4-hydroxyretinal and 4- oxoretinal

Hashimoto, Masaru,Fujimoto, Yukari

, p. 3793 - 3797 (2007/10/03)

Treatment of all-trans-retinal with one and two equivalents of NBS in a mixture of CH3CN-CH2Cl2-H2O provide 4-hydroxyretinal and 4-oxoretinal, respectively, in good yields.

X-ray Structure Analysis of the 4-Keto-all-trans-retinal

Gieren, Alfred,Lamm, Viktor,Oesterhelt, Dieter,Schlude, Hans-Joerg

, p. 1612 - 1622 (2007/10/02)

The title compound (C20H26O2) crystallizes in the monoclinic space group P21/n with a = 14.761(2), b = 8.292(1), c = 15.210(2) Angstroem, β = 102.40(1) deg, Z = 4.The structure was solved by direct methods and refined by least squares to a final R-value of 0.038 for 1211 observed reflections.The crystal structure is isomorphous with that of all-trans-retinal.The cyclohexenone ring shows a half-boat conformation.The connection of the cyclohexenone ring and the conjugated polyene chain via a formal single C-C bond is s-cis.The torsion angle C(5)-C(6)-C(7)-C(8) amounts to 56 deg.For the polyene side chain the typical curvature is evident.A comparison with analogous compounds shows that details in conformation, especially at the ring side-chain connection, are induced by crystal matrix.It seems that the differences in biological activity between retinal analogous compounds are not reflected by conformational differences of the free molecules. - Key words: X-ray, Retinal, Conformation

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