R5754
9-cis-Retinal
vitamin A analog
Sinónimos:
Vitamin A aldehyde
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C20H28O
Número CAS:
Peso molecular:
284.44
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
208-188-8
MDL number:
Servicio técnico
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Permítanos ayudarleQuality Level
assay
≥95% (HPLC)
form
powder
technique(s)
HPLC: suitable
color
yellow to yellow-orange
mp
56-58 °C (lit.)
shipped in
dry ice
storage temp.
−20°C
SMILES string
CC(=C\C=O)/C=C/C=C(C)\C=C\C1=C(C)CCCC1(C)C
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
NCYCYZXNIZJOKI-MKOSUFFBSA-N
Application
9-cis-Retinal has been used for visual pigment regeneration.
Biochem/physiol Actions
Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.
9-cis retinal is a natural ligand (chromophore) of the vertebrate rod visual pigment. 9-cis retinal is used in studies on the mechanisms of visual function.
9-cis retinal is a natural ligand (chromophore) of the vertebrate rod visual pigment. 9-cis retinal is used in studies on the mechanisms of visual function.
signalword
Warning
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
hcodes
Hazard Classifications
Repr. 2 - Skin Irrit. 2 - Skin Sens. 1
flash_point_f
No data available
flash_point_c
No data available
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L Xu et al.
Current opinion in genetics & development, 9(2), 140-147 (1999-05-14)
The nuclear hormone receptors constitute a large family of transcription factors. The binding of the hormonal ligands induces nuclear receptors to assume a configuration that leads to transcriptional activation. Recent studies of retinoic acid and thyroid hormone receptors revealed that
Ching-Ju Tsai et al.
Science advances, 4(9), eaat7052-eaat7052 (2018-09-27)
Selective coupling of G protein (heterotrimeric guanine nucleotide-binding protein)-coupled receptors (GPCRs) to specific Gα-protein subtypes is critical to transform extracellular signals, carried by natural ligands and clinical drugs, into cellular responses. At the center of this transduction event lies the
Vladimir J Kefalov et al.
Neuron, 46(6), 879-890 (2005-06-15)
Retinal rod and cone pigments consist of an apoprotein, opsin, covalently linked to a chromophore, 11-cis retinal. Here we demonstrate that the formation of the covalent bond between opsin and 11-cis retinal is reversible in darkness in amphibian red cones