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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 crystals

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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This Item
R763295144R3250
Retinol ≥95.0% (HPLC), ~2700 U/mg

Sigma-Aldrich

17772

Retinol

-
Retinol synthetic, ≥95% (HPLC), crystalline

Sigma-Aldrich

R7632

Retinol

-
Retinol BioXtra, ≥97.5% (HPLC), ~3100 U/mg

Sigma-Aldrich

95144

Retinol

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

Sigma-Aldrich

R3250

Retinyl acetate

-
assay

≥95.0% (HPLC)

assay

≥95% (HPLC)

assay

≥97.5% (HPLC)

assay

-

form

powder or crystals

form

crystalline

form

powder

form

matrix dispersion

color

yellow to dark yellow

color

yellow to very dark yellow, to Very Dark Orange

color

faint yellow to very dark yellow

color

yellow

mp

61-63 °C (lit.)

mp

61-63 °C (lit.)

mp

56-61 °C, 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

Certificates of Analysis (COA)

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Pack Size/Quantity

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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)
Grace M Egeland et al.
Canadian journal of public health = Revue canadienne de sante publique, 95(6), 465-469 (2004-12-30)
Inuit traditional food provides ample amounts of preformed vitamin A. However, the dietary transition away from traditional food raises concerns regarding dietary adequacy. Vitamin A is an essential nutrient with inadequate and excessive exposures having adverse effects. To evaluate total
Frank T Wieringa et al.
The American journal of clinical nutrition, 77(3), 651-657 (2003-02-26)
Deficiencies of iron and vitamin A are prevalent worldwide. Single-micronutrient supplementation is widely used to combat these deficiencies. However, micronutrient deficiencies often occur concurrently, and there are many interactions between micronutrients. This study investigated interactions among 3 important micronutrients--iron, vitamin
Retinoids in the treatment of skin aging: an overview of clinical efficacy and safety
Mukherjee S, et al.
Clinical Interventions in Aging, 1(4), 327-327 (2006)
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

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