R5754

9-cis-Retinal

vitamin A analog

• Synonym(s): Vitamin A aldehyde
• Empirical Formula (Hill Notation): C₂₀H₂₈O
• CAS Number: 514-85-2
• Molecular Weight: 284.44
• EC Number: 208-188-8
• MDL number: MFCD00135842
• UNSPSC Code: 12352205
• PubChem Substance ID: 24899382
• NACRES: NA.28

Properties

• Quality Level: 200
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332,H315
• pcodes: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves