(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal

• ChemBase ID: 134023
• Molecular Formular: C20H28O
• Molecular Mass: 284.43572
• Monoisotopic Mass: 284.21401552
• SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C\C=O)/C)/C
• Canonical SMILES: O=C/C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C
• 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-
• InChIKey: NCYCYZXNIZJOKI-HWCYFHEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal
• IUPAC Traditional name: 13-cis retinal
• Synonyms: 13-cis-Retinaldehyde; 13Z-Retinal; Neoretinene a; Neovitamin A Aldehyde; 13-cis-Retinal 95%; 13-cis-Vitamin A aldehyde; 13-cis-Retinal; 维生素 A 醛

Database IDs

• CAS Number: 472-86-6
• EC Number: 207-456-1
• MDL Number: MFCD00074858
• PubChem SID: 24899385; 162228300
• PubChem CID: 6436079

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.8557515
• LogD (pH = 7.4): 4.8557515
• Log P: 4.8557515
• Molar Refractivity: 96.8654 cm^3
• Polarizability: 35.792797 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid
• Melting Point: 65-69°C

Safety Information

• Storage Condition: Amber Vial, -86?C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-38
• Safety Statements: 22-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥85% (HPLC)
• Shipped in: dry ice

DETAILS

Sigma Aldrich - R6256

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. R6256.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - R239900

An isomer of all-trans-Retinal (R240000).

REFERENCES

• Yan, E., et al.: Biochemistry, 43, 10867 (2004)
• Kukura, P., et al.: Science, 310, 1006 (2004)
• Ridge, K., et al.: J. Biol. Chem., 282, 9297 (2004)