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95144

Sigma-Aldrich

Retinol

BioXtra, ≥97.5% (HPLC), ~3100 U/mg

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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 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

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1 of 4

This Item
R763217772R2625
Retinol BioXtra, ≥97.5% (HPLC), ~3100 U/mg

Sigma-Aldrich

95144

Retinol

Premium Grade
Retinol synthetic, ≥95% (HPLC), (Powder or Powder with Lumps)

Sigma-Aldrich

R7632

Retinol

-
Retinol ≥95.0% (HPLC), ~2700 U/mg

Sigma-Aldrich

17772

Retinol

-
Retinoic acid ≥98% (HPLC), powder

Sigma-Aldrich

R2625

Retinoic acid

-
assay

≥97.5% (HPLC)

assay

≥95% (HPLC)

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

form

(Powder or Powder with Lumps)

form

(Powder or Powder with Lumps)

form

(Powder or Crystal with Lumps)

form

powder

color

faint yellow to very dark yellow

color

yellow to very dark yellow, to Very Dark Orange

color

yellow to dark yellow

color

yellow

mp

56-61 °C, 61-63 °C (lit.)

mp

61-63 °C (lit.)

mp

61-63 °C (lit.)

mp

180-181 °C (lit.)

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

shipped in

-

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

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

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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T1503
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25G
Pack Size/Quantity

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705578-5MG-PW

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MMYOMAG-74K-13

1000309185

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Vitamin A water-miscible 1 ml = 200,000 I.U. for oral use, EMPROVE® ESSENTIAL, Ph. Eur., BP

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Vitamin A

Retinyl palmitate Type IV, ~1,800,000 USP units/g, oil

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Retinyl propionate ≥98.0% (sum of isomers, HPLC), ~2500 U/mg

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Retinyl propionate

vibrant-m

R0290000

Retinol esters

9-cis-Retinal vitamin A analog

Sigma-Aldrich

R5754

9-cis-Retinal

Retinyl acetate analytical standard

Supelco

46958

Retinyl acetate

Antiviral effect of vitamin A on norovirus infection via modulation of the gut microbiome
Lee H and Ko G
Scientific reports, 25835-25835 (2016)
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)
Heetae Lee et al.
Scientific reports, 6, 25835-25835 (2016-05-18)
The effect and underlying mechanism of vitamin A on norovirus infection are largely unknown. This study aimed to investigate how vitamin A administration affects the gut microbiome after norovirus infection. Here, we demonstrate that treatment with either retinol or retinoic
Responses of blood metabolites and proteins to different vitamin A levels in Korean native steers.
Wang T, et al.
Pakistan journal of botany, 34(4) (2014)

Protocols

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

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