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95140

Sigma-Aldrich

Retinyl acetate

concentrate (~50% (w/w) in peanut oil), ~1500 U/mg

Sinônimo(s):

Retinol acetate, Vitamin A acetate

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About This Item

Fórmula empírica (Notação de Hill):
C22H32O2
Número CAS:
127-47-9
Peso molecular:
328.49
Beilstein:
1915439
Número MDL:
MFCD00019413
Código UNSPSC:
12352200
eCl@ss:
34058009
ID de substância PubChem:
57653653
NACRES:
NA.79

fonte biológica

synthetic

Ensaio

~95% (HPLC)

forma

liquid

qualidade

concentrate (~50% (w/w) in peanut oil)

atividade específica

~1500 U/mg

contém

DL-α-tocopherol as stabilizer

cor

yellow to very dark yellow

pf

57-58 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CC1=C(/C=C/C(C)=C/C=C/C(C)=C/COC(C)=O)C(C)(C)CCC1

InChI

1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+

chave InChI

QGNJRVVDBSJHIZ-QHLGVNSISA-N

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Descrição geral

Vitamin A is also known as retinol. Retinaldehyde, retinoic acid and retinyl esters are the derivatives of retinol. Retinol consists of a 20-carbon molecule. It also contains a cyclohexanyl ring with a side chain of four double bonds and an alcohol end group. Vitamin A is naturally present in the body as retinyl ester and β-carotene. Retinyl acetate, retinyl propionate and retinyl palmitate are analogs of retinol.

Ações bioquímicas/fisiológicas

Retinyl esters are stored in the liver and get converted to retinol before absorption by the intestine. Retinal plays a role in eye vision as it is a part of rhodopsin. Retinol binds to the retinol binding proteins in the plasma. Retinyl acetate has applications in cosmetology.

Outras notas

isomeric purity: ~95% all-trans- and ~5% 13-cis-isomer
Review: Systematic mode of action of vitamin A

Atenção

crystallized product can be liquidified by heating to 65°C

Definição da unidade

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

forma física

may partially crystallize

Pictogramas

Health hazard
GHS08

Palavra indicadora

Danger

Frases de perigo

H360D,H413

Classificações de perigo

Aquatic Chronic 4 - Repr. 1B

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Sigma-Aldrich

R7632

Retinol

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

Sigma-Aldrich

95144

Retinol

Retinol ≥95.0% (HPLC), ~2700 U/mg

Sigma-Aldrich

17772

Retinol

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

SAFC

5.00849

Vitamin A

Acetato de DL-α-tocoferol ≥96% (HPLC)

Sigma-Aldrich

T3376

Acetato de DL-α-tocoferol

Retinol palmitate analytical standard

Supelco

46959-U

Retinol palmitate

Systemic mode of action of vitamin A.
J Ganguly et al.
Vitamins and hormones, 38, 1-54 (1980-01-01)
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)
Emmanuel K Aklamati et al.
The Journal of nutrition, 140(9), 1588-1594 (2010-07-28)
A survey indicated that high-dose vitamin A (HD-VA) supplements had no apparent effect on vitamin A (VA) status, assessed by serum retinol concentrations, of Zambian children lt 5 y of age. To explore possible reasons for the lack of response
Ling Zhang et al.
Nature, 464(7291), 1058-1061 (2010-03-30)
Cancer chemoprevention uses natural, synthetic, or biological substances to reverse, suppress, or prevent either the initial phase of carcinogenesis or the progression of neoplastic cells to cancer. It holds promise for overcoming problems associated with the treatment of late-stage cancers.
Sunatda Arayachukeat et al.
International journal of pharmaceutics, 404(1-2), 281-288 (2010-11-26)
Retinyl acetate (RA) loaded polymeric nanoparticle (NP) carriers were prepared using two different single polymers, ethyl cellulose (EC) and poly (ethylene glycol)-4-methoxycinnamoylphthaloylchitosan (PCPLC). The stability of RA to aqueous solution and UVA light was significantly improved when encapsulated with PCPLC
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Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

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