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13-CIS-RETINAL

CAS No.:
472-86-6
Catalog Number:
AG00DFGI
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00DFGI
Chemical Name:
13-CIS-RETINAL
CAS Number:
472-86-6
MDL Number:
MFCD00074858
IUPAC Name:
(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal
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-
InChI Key:
NCYCYZXNIZJOKI-HWCYFHEPSA-N
EC Number:
207-456-1
UNII:
IBP64540CD
Properties
Complexity:
522  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
4  
Exact Mass:
284.214g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
284.443g/mol
Monoisotopic Mass:
284.214g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
17.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.2  
Literature
Title Journal
Ultrafast photochemistry of light-adapted and dark-adapted bacteriorhodopsin: effects of the initial retinal configuration. The journal of physical chemistry. B 20120906
Temozolomide and 13-cis retinoic acid in patients with anaplastic gliomas: a prospective single-arm monocentric phase-II study (RNOP-05). Journal of neuro-oncology 20110901
An amino acid residue (S201) in the retinal binding pocket regulates the photoreaction pathway of phoborhodopsin. Biochemistry 20110823
Probing human red cone opsin activity with retinal analogues. Journal of natural products 20110325
Cantilever-based sensor for the detection of different chromophore isomers. Analytical chemistry 20070615
Chemistry. Controlling biological functions. Science (New York, N.Y.) 20060901
Coherent control of retinal isomerization in bacteriorhodopsin. Science (New York, N.Y.) 20060901
Retinoids activate the RXR/SXR-mediated pathway and induce the endogenous CYP3A4 activity in Huh7 human hepatoma cells. Toxicological sciences : an official journal of the Society of Toxicology 20060701
FTIR study of the photoisomerization processes in the 13-cis and all-trans forms of Anabaena sensory rhodopsin at 77 K. Biochemistry 20060411
Crystal structure of the 13-cis isomer of bacteriorhodopsin in the dark-adapted state. Journal of molecular biology 20050916
Downregulation of cone-specific gene expression and degeneration of cone photoreceptors in the Rpe65-/- mouse at early ages. Investigative ophthalmology & visual science 20050401
In vivo treatment with CPT-11 leads to differentiation of neuroblastoma xenografts and topoisomerase I alterations. Cancer research 20040501
Enzymatic characterization of recombinant mouse retinal dehydrogenase type 1. Biochemical pharmacology 20030515
Light-induced hydrolysis and rebinding of nonisomerizable bacteriorhodopsin pigment. Biophysical journal 20020501
All-trans to 13-cis retinal isomerization in light-adapted bacteriorhodopsin at acidic pH. Journal of photochemistry and photobiology. B, Biology 20020401
Kinetic analysis of mouse retinal dehydrogenase type-2 (RALDH2) for retinal substrates. Biochimica et biophysica acta 20020401
Structural and functional characterization of recombinant human cellular retinaldehyde-binding protein. Protein science : a publication of the Protein Society 19980301
Properties