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11-cis Retinol

CAT: 0931-T38220Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T38220Size:1 mg
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CAS Number
22737-96-8
Target
Others, Endogenous Metabolite
Related Pathways
Metabolism, Others
Bioactivity
11-cisRetinol is an isomer of vitamin A . It is formed from vitamin A, viaatrans-retinyl ester intermediate, by the enzyme RPE65 in the retinal pigment epithelium and then converted to 11-cis retinal as part of the visual cycle.1,211-cisRetinol is an agonist of salamander and human red rod opsins expressed in COS cells and an inverse agonist of salamander red cone opsin, as well as human red and green cone opsins expressed in COS cells.3It promotes pigment formation in cone, but not rod, photoreceptors.
Smiles
C\C(=C/CO)\C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C |c:12|
Molecular Formula
C20H30O
Molecular Weight
286.459
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

11-cis-Retinol

11-cis-retinol is a retinol. It has a role as a mouse metabolite and a human metabolite.

CAS Number22737-96-8
PubChem CID5280382
IUPAC Name(2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-ol
Molecular FormulaC20H30O
Molecular Weight286.5
XLogP5.7
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Heavy Atom Count21
Formal Charge0
Complexity496
SMILES
CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C\C(=C\CO)\C)/C
InChI
InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6-,12-11+,16-8+,17-13+
InChIKey
FPIPGXGPPPQFEQ-IOUUIBBYSA-N
Chemical Structure
2D Structure
2D structure of 11-cis-Retinol
CAS: 22737-96-8
CID: 5280382
Formula: C20H30O
MW: 286.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight286.5
XLogP35.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Exact Mass286.229665576
Monoisotopic Mass286.229665576
Topological Polar Surface Area20.2 Ų
Heavy Atom Count21
Formal Charge0
Complexity496
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes