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Merck

95144

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

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About This Item

Empirical Formula (Hill Notation):
C20H30O
CAS Number:
Molecular Weight:
286.45
NACRES:
NA.28
PubChem Substance ID:
eCl@ss:
34058018
UNSPSC Code:
12352205
EC Number:
200-683-7
MDL number:
Beilstein/REAXYS Number:
403040
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biological source

synthetic

Quality Level

product line

BioXtra

assay

≥97.5% (HPLC)

form

(Powder or Powder with Lumps)

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

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

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.
It is not biologically active and works as a precursor of active retinoids. Retinol is converted to retinaldehyde and subsequently to retinoic acid.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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


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pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Protocols

Separation of δ-Tocopherol, analytical standard; Retinyl acetate; (+)-γ-Tocopherol; α-Tocopherol, ≥95.5%; Retinol; Vitamin A (acetate), meets USP testing specifications.

Related Content


Retinyl palmitate does not have an adjuvant effect on the antibody response of chicks to keyhole limpet hemocyanin regardless of vitamin A status
Livingston KA and Klasing KC
Poultry Science, 90(5), 965-970 (2011)
Understanding the physiological role of retinol-binding protein in vitamin A metabolism using transgenic and knockout mouse models
Quadro L, et al.
Molecular Aspects of Medicine, 24(6), 421-430 (2003)
Antiviral effect of vitamin A on norovirus infection via modulation of the gut microbiome
Lee H and Ko G
Scientific reports, 25835-25835 (2016)



Global Trade Item Number

SKUGTIN
95144-1G04061833315637
95144-250MG04061835512096