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retinol

Structure via PubChem · Public domain (PubChem)

EntityQ424976· pop 43· linked from 435 articles

Also known as all-trans-retinol, all-trans-retinyl alcohol, (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol, Chocola A, Alphalin, all-trans-vitamin A alcohol, (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol, trans-Retinol

Retinol is a hydrolytic metabolite of retinyl esters belonging to the group of vitamin A1 as a alcohol form. Retinol or other forms of vitamin A are fat-soluble vitamins that are found in food and used as a dietary supplement. Either of them is needed for vision, cellular development, maintenance of skin and mucous membranes, immune function and reproductive development. Dietary sources include fish, dairy products, and meat.

Key facts

Drug.image
All-trans-Retinol.svg
Drug.image_class
skin-invert-image
Drug.image2
Retinol 3D balls.png
Drug.image_class2
bg-transparent
Drug.caption
Retinol
Drug.DailyMedID
Retinol
Drug.routes_of_administration
By mouth, intramuscular
Drug.class
vitamin
Drug.ATC_prefix
A11
Drug.ATC_suffix
CA01
Drug.ATC_supplemental
, ,
Drug.legal_US
OTC
Drug.index2_label
mixture
Drug.CAS_number
68-26-8
Drug.CAS_number2
11103-57-4
Drug.PubChem
445354
Drug.IUPHAR_ligand
4053
Drug.DrugBank
DB00162

via Wikipedia infobox

Chemical data

Formula
C20H30O
Molecular weight
286.5 g/mol
IUPAC name
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-ol
SMILES
CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/CO)/C)/C
InChIKey
FPIPGXGPPPQFEQ-OVSJKPMPSA-N
XLogP
5.7
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
286.23
Show 5 more facts
chemical formula
C₂₀H₃₀O
canonical SMILES
CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CCO)C)C
NCI Thesaurus ID
C68302
isomeric SMILES
CC(=C/CO)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
Commons category
Retinol
Sources (7)

via Wikidata · CC0

~22 min read

Article

21 sections
Contents
  • Medical uses
  • Biological roles
  • Embryology
  • Stem cell biology
  • Vision
  • Glycoprotein synthesis
  • Immune system
  • Skin
  • Red blood cells
  • Units of measurement
  • Nutrition
  • Dietary intake
  • Deficiency
  • Sources
  • Chemistry
  • Synthesis
  • Biosynthesis
  • Industrial synthesis
  • History
  • References
  • External links

Retinol is a hydrolytic metabolite of retinyl esters belonging to the group of vitamin A1 as a alcohol form. Retinol or other forms of vitamin A are fat-soluble vitamins that are found in food and used as a dietary supplement. Either of them is needed for vision, cellular development, maintenance of skin and mucous membranes, immune function and reproductive development. Dietary sources include fish, dairy products, and meat.

As a supplement it is used to treat and prevent vitamin A deficiency, especially that which results in xerophthalmia. It is taken by mouth or by injection into a muscle. As an ingredient in skin-care products, it is used to reduce wrinkles and other effects of skin aging.

Gallery (11)

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