Merck
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95144

Sigma-Aldrich

Retinol

BioXtra, ≥97.5% (HPLC), ~3100 U/mg

Synonym(s):
Axerophthol, Vitamin A, Vitamin A alcohol, Vitamin A1, all-trans-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol
Empirical Formula (Hill Notation):
C20H30O
CAS Number:
Molecular Weight:
286.45
Beilstein:
403040
EC Number:
MDL number:
eCl@ss:
34058018
PubChem Substance ID:

biological source

synthetic

Quality Level

product line

BioXtra

assay

≥97.5% (HPLC)

form

powder

specific activity

~3100 U/mg

shelf life

limited shelf life

color

faint yellow to very dark yellow

mp

56-61 °C
61-63 °C (lit.)

shipped in

dry ice

storage temp.

−20°C

SMILES string

CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/CO)=C(C)CCC1

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+

InChI key

FPIPGXGPPPQFEQ-OVSJKPMPSA-N

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General description

Retinol or vitamin A alcohol is the main circulating form of vitamin A.

Application

Retinol has been used:
  • as a standard in peak identification and quantification in reverse phase HPLC
  • as a standard to estimate the concentration of vitamin A
  • to study the inhibitory effect of retinol on murine norovirus (MNV) replication in murine RAW 264.7 cells
  • as a component in the reaction mixture for the lecithin:retinol acyltransferase (LRAT) assay

Biochem/physiol Actions

It is not biologically active and works as a precursor of active retinoids. Retinol is converted to retinaldehyde and subsequently to retinoic acid.
Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.
Retinol is biological active in a wide range of processes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Unit Definition

1 U corresponds to 1 international U acc. to Ph Eur II, 217 (1983)

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Repr. 1B - Skin Sens. 1

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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