13-cis-Retinal - CAS 472-86-6

Catalog:	BB026251
Product Name:	13-cis-Retinal
CAS:	472-86-6
Synonyms:	3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal

Technical Data

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Computed Properties

IUPAC Name:	(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal
Description:	13-cis-Retinal (CAS# 472-86-6) is a useful research chemical compound.
Molecular Weight:	284.44
Molecular Formula:	C20H28O
Canonical SMILES:	CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=O)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
InChI Key:	NCYCYZXNIZJOKI-UHFFFAOYSA-N
Boiling Point:	421.4 ℃ at 760 mmHg
Density:	0.948 g/cm³
Appearance:	Yellow solid
MDL:	MFCD00074858
LogP:	5.71690

Publication Number	Title	Priority Date
CN-111107832-A	Production of retinyl esters	20170925
CN-111107834-A	Biosynthesis of retinoids	20170925
JP-2013170125-A	A pharmaceutical composition for inhibiting fractalkine (CX3CL1) production in the brain, comprising a retinoid as an active ingredient	20120217
CA-2792035-A1	Compositions and methods for treating or preventing immuno-inflammatory disease	20100302
EP-2542057-A1	Compositions and methods for treating or preventing immuno-inflammatory disease	20100302

PMID	Publication Date	Title	Journal
22329764	20120906	Ultrafast photochemistry of light-adapted and dark-adapted bacteriorhodopsin: effects of the initial retinal configuration	The journal of physical chemistry. B
22634396	20120801	Bovine rod rhodopsin. 1. Bleaching by luminescence in vitro by recombination of radicals from polyunsaturated fatty acids	Free radical biology & medicine
22547062	20120615	Melanopsin is highly resistant to light and chemical bleaching in vivo	The Journal of biological chemistry
22066688	20111228	Asymmetric toggling of a natural photoswitch: ultrafast spectroscopy of Anabaena sensory rhodopsin	Journal of the American Chemical Society
21939636	20111201	Low temperature FTIR spectroscopy provides new insights in the pH-dependent proton pathway of proteorhodopsin	Biochimica et biophysica acta

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GHS Hazard Statement:	H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]; H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]; H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]; H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
Precautionary Statement:	P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P332+P317, P362+P364, and P501
Signal Word:	Warning

Complexity:	522
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	4
Exact Mass:	284.214015512
Formal Charge:	0
Heavy Atom Count:	21
Hydrogen Bond Acceptor Count:	1
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	284.214015512
Rotatable Bond Count:	5
Topological Polar Surface Area:	17.1
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	6.2