3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraenal

• ChemBase ID: 126884
• Molecular Formular: C20H26O
• Molecular Mass: 282.41984
• Monoisotopic Mass: 282.19836545
• SMILES: O=C/C=C(/C=C/C=C(/C=C/C1=C(C=CCC1(C)C)C)\C)\C
• Canonical SMILES: O=C/C=C(/C=C/C=C(/C=C/C1=C(C)C=CCC1(C)C)\C)\C
• InChI: InChI=1S/C20H26O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,15H,14H2,1-5H3
• InChIKey: QHNVWXUULMZJKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraenal; (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraenal
• IUPAC Traditional name: 3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraenal; α-retinene
• Synonyms: Dehydroretinal; (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenal; trans-3-Dehydroretinal; Dehydroretinaldehyde; Retinene 2; Vitamin A2 Aldehyde; 3-Dehydro Retinal

Database IDs

• CAS Number: 472-87-7
• PubChem SID: 162221210
• PubChem CID: 5280866
• Chemspider ID: 4444397
• MeSH Name: Dehydroretinal
• Wikipedia Title: Dehydroretinal

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.4938297
• LogD (pH = 7.4): 4.4938297
• Log P: 4.4938297
• Molar Refractivity: 97.982 cm^3
• Polarizability: 35.562286 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Dark-Brown Oil

Safety Information

• Storage Condition: -86?C Freezer

DETAILS

Toronto Research Chemicals - D230075

An oxidized derivative of the visual pigment carotenoid.

REFERENCES

• Wada, A., et al.: Chem. Pharm. Bull., 56, 112 (2008)
• Smolensky, E., et al.: Biochem., 48, 9170 (2008)