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17772

Sigma-Aldrich

Retinol

≥95.0% (HPLC), ~2700 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:
NACRES:
NA.79

biological source

synthetic

Assay

≥95.0% (HPLC)

form

(Powder or Crystal with Lumps)

specific activity

~2700 U/mg

color

yellow to dark yellow

mp

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
95144R7632R3250
Retinol ≥95.0% (HPLC), ~2700 U/mg

Sigma-Aldrich

17772

Retinol

-
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

-
Retinyl acetate synthetic, matrix dispersion, 475,000-650,000 USP units/g

Sigma-Aldrich

R3250

Retinyl acetate

-
assay

≥95.0% (HPLC)

assay

≥97.5% (HPLC)

assay

≥95% (HPLC)

assay

-

form

powder or crystals

form

powder

form

crystalline

form

matrix dispersion

color

yellow to dark yellow

color

faint yellow to very dark yellow

color

yellow to very dark yellow, to Very Dark Orange

color

yellow

mp

61-63 °C (lit.)

mp

56-61 °C, 61-63 °C (lit.)

mp

61-63 °C (lit.)

mp

57-58 °C

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

shipped in

-

General description

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 biologically active in a wide range of processes.
Retinol or all-trans-retinol is a 20-carbon molecule with cyclohexenyl ring, a side chain with four double bonds (all in trans configuration) and an alcohol end group.

Application

Retinol has been used as a standard in ultra-performance liquid chromatography - tandem mass spectrometer (UPLC-MS/MS) for the vitamins detection and quantification.

Biochem/physiol Actions

Retinol and its derivatives exhibit anti-aging properties. Retinol is used for treating wrinkles and signs of aging. However, due to its photo instability and skin irritation potency, it is hardly used in cosmetic formulations. Retinol is also used as a therapeutic for dermatoses. Its deficiency leads to xerosis and follicular hyperkeratosis.

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

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Effects of dietary lead exposure on vitamin levels in great tit nestlings-An experimental manipulation
Ruiz S, et al.
Environmental Pollution (Barking, Essex : 1987), 213(2), 688-697 (2016)
S P Spencer et al.
Science (New York, N.Y.), 343(6169), 432-437 (2014-01-25)
How the immune system adapts to malnutrition to sustain immunity at barrier surfaces, such as the intestine, remains unclear. Vitamin A deficiency is one of the most common micronutrient deficiencies and is associated with profound defects in adaptive immunity. Here
Jacqueline A Jumpsen et al.
Journal of cystic fibrosis : official journal of the European Cystic Fibrosis Society, 5(2), 77-84 (2006-03-02)
The objective of this study was to investigate the effect of docosahexaenoic acid (DHA) supplementation on blood and intestinal DHA levels and lung function in mild/moderately affected adult CF patients with the DeltaF508 genotype. Cystic Fibrosis (CF) patients often present
K R Norum et al.
The American journal of clinical nutrition, 56(4), 735-744 (1992-10-01)
We discuss vitamin A with emphasis on its absorption, transport, cellular uptake, storage, and intracellular metabolism. Dietary retinyl esters are hydrolyzed to retinol in the intestinal lumen before absorption by enterocytes. Carotenoids are absorbed and then partially converted to retinol
Retinoids in the treatment of skin aging: an overview of clinical efficacy and safety
Mukherjee S, et al.
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