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17772

Retinol

Name: Retinol
Brand: SIGMA

≥95.0% (HPLC), ~2700 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:

68-26-8

Molecular Weight:

286.45

NACRES:

NA.79

PubChem Substance ID:

329751561

eCl@ss:

34058018

UNSPSC Code:

12352205

EC Number:

200-683-7

MDL number:

MFCD00001552

Beilstein/REAXYS Number:

403040

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Properties

biological source

synthetic

Quality Level

100

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

Description

General description

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.

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.

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.

Other Notes

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

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pictograms

GHS08,GHS07

signalword

Danger

hcodes

H317,H319,H360FD,H413

pcodes

P202 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313

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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Global Trade Item Number

SKU	GTIN
17772-250MG	04061838753342
17772-1G	04061838753335