CAS 564-87-4

11-cis-Retinal

Description:

11-cis-Retinal, with the CAS number 564-87-4, is a vital chromophore in the visual cycle of vertebrates. It is a derivative of vitamin A and plays a crucial role in the phototransduction process within the retina. This molecule is characterized by its specific geometric configuration, which includes a cis double bond at the 11th carbon position, contributing to its ability to absorb light effectively. In its 11-cis form, retinal is bound to opsin proteins in photoreceptor cells, facilitating the conversion of light into electrical signals. Upon photon absorption, 11-cis-retinal undergoes isomerization to all-trans-retinal, initiating a cascade of biochemical events that ultimately lead to vision. The compound is a hydrophobic, organic molecule, and its structure includes a long hydrocarbon chain with a conjugated system of double bonds, which is essential for its light-absorbing properties. Additionally, 11-cis-retinal is sensitive to light and can undergo photochemical reactions, making it integral to the functioning of the visual system.

Formula: C₂₀H₂₈O

InChI: InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6-,12-11+,16-8+,17-13+

InChI key: InChIKey=NCYCYZXNIZJOKI-IOUUIBBYSA-N

SMILES: C(=C/C(=C/C=C\C(=C\C=O)\C)/C)\C=1C(C)(C)CCCC1C

Synonyms:

• (11Z)-Retinal
• (2E,4Z,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenal
• 11-cis-Retinal
• 11-cis-Retinaldehyde
• 11-cis-Vitamin A aldehyde
• 564-87-4
• Neoretinene b
• Retinal, 11-cis-
• (11cis)-Retinal

11-cis Retinal

CAS: 564-87-4

11-cis Retinal, a chromophore, binds to opsin, activating rhodopsin for vision; light triggers it to start phototransduction.

Formula: C₂₀H₂₈O

Color and Shape: Solid

Molecular weight: 284.443

Ref: TM-T38219

11-cis Retinal

CAS: 564-87-4

Formula: C₂₀H₂₈O

Color and Shape: Orange Liquid

Molecular weight: 284.44

Ref: 4Z-R-7610

11-cis-Retinal (>65%)

Controlled Product

CAS: 564-87-4

Stability Light and Temperature Sensitive
Applications An isomer of all-trans-Retinal (R240000).
References Nakayama, T.A., et al.: J. Biol. Chem., 265, 15762 (1990), Rando, R.R., et al.: Chem. Biol., 3, 255 (1996)

Formula: C₂₀H₂₈O

Purity: >65%

Color and Shape: Neat

Molecular weight: 284.44

Ref: TR-R239860

11-cis Retinal

CAS: 564-87-4

Formula: C₂₀H₂₈O

Molecular weight: 284.44

Ref: ST-EA-CP-R65026