CAS 22737-96-8 11-cis-Retinol (HCID 5280382)

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Basic information

CAS: 22737-96-8
Standard SMILES: CC1=C(/C=C/C(C)=C/C=C\C(C)=C\CO)C(C)(C)CCC1
InChIKey: FPIPGXGPPPQFEQ-IOUUIBBYSA-N
Molecular formula: C20H30O
Average molar mass: 286.5 g/mol
Monoisotopic mass: 286.22966558

Overview

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

Names & identifiers

Preferred name: 11-cis-Retinol
IUPAC: (2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-ol
English name: (2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraen-1-ol
Molecular formula: C20H30O
Molecular weight: 286.45

Names & synonyms

11-cis-Retinol22737-96-811Z-retinol(2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-olCHEBI:16302DTXSID401317284(2E,4Z,6E,8E)-3,7-DIMETHYL-9-(2,6,6-TRIMETHYL-1-CYCLOHEXENYL)NONA-2,4,6,8-TETRAEN-1-OLRefChem:907975DTXCID80174710411-cis retinol11-cis-Vitamin A alcohol11-cis-13,14-Dihydro Retinol

Show more names

Retinol, 11-cis-Retinol impurity 511-cis Retinol Discontinued

(2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol11-cis-Retinol, >85%C20H30ORetinol, 11-cis-; 11-cis-Retinol; 11-cis-Vitamin A alcoholcis-11-Retinol(11cis)-RetinolSCHEMBL15593GTPL6670

Database identifiers

CAS: 22737-96-8
PubChem CID: 5280382
DTXSID: DTXSID401317284

Properties

Computed structural properties

XLogP: 5.7
Topological polar surface area: 20.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 5
Heavy atoms: 21
Formal charge: 0
Complexity: 496

Experimental & physicochemical properties

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> Retinoids [PR0109]

Physical DescriptionSolid

Physicochemical properties

storage temp.: -86 °C · Amber Vial, -86°C Freezer, Under Inert Atmosphere
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Oil
color: Pale Yellow to Yellow
Stability: Light Sensitive, Temperature Sensitive
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
SMILES: C(O)/C=C(/C=C\C=C(\C=C\C1C(C)(C)CCCC=1C)/C)\C
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Warning

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07,GHS08
Hazard statements: H302-H361
Precautionary statements: P201-P202-P264-P270-P280-P301+P312-P330-P308+P313-P405-P501

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationOrganic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body.

Cellular LocationsCytoplasm

Metabolite PathwaysRetinol Metabolism