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Key Documents

R3375

Sigma-Aldrich

Retinyl palmitate

Type IV, ~1,800,000 USP units/g, oil

Sinônimo(s):

Vitamin A palmitate, all−trans−Retinol palmitate

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About This Item

Fórmula empírica (Notação de Hill):
C36H60O2
Número CAS:
Peso molecular:
524.86
Beilstein:
1917366
Número CE:
Número MDL:
Código UNSPSC:
12352205
ID de substância PubChem:
NACRES:
NA.79

fonte biológica

synthetic (organic)

Nível de qualidade

tipo

Type IV

Ensaio

≥90% (HPLC)

forma

oil

atividade específica

~1,800,000 USP units/g

cor

yellow to orange

pf

26 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

InChI

1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+

chave InChI

VYGQUTWHTHXGQB-FFHKNEKCSA-N

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Descrição geral

Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A, respectively. The retinoids comprise a cyclohexenyl ring with a 20-carbon with double bonds in cis and trans configuration. Retinyl palmitate is a major storage form of vitamin A. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinoids also exist as retinyl esters such as retinyl propionate, retinyl acetate and retinyl palmitate.

Aplicação

Retinyl palmitate has been used as:
  • a retinoid derivative to modulate expression of connexin Cx26 and Cx30 in the cochlea
  • a standard in high performance liquid chromatography(HPLC)
  • as a retinoid substrate in the isomerase assay of eyecup protein homogenates

Ações bioquímicas/fisiológicas

Retinoids are ligands to nuclear receptors and have antioxidant functionality. Retinyl palmitate is widely used in pharmaceutical and cosmetic applications. In sunscreen, it protects from UVB-induced DNA damage and apoptosis. Retinyl palmitate is used to treat photoaging in skincare cosmetics. Retinyl palmitate is an effective chemopreventive agent to treat lung cancer. It also regulates various biological processes including cell differentiation and proliferation.
Review: Vitamin A metabolism.

Embalagem

Sealed ampule.

forma física

Oil at room temperature

Pictogramas

Health hazard

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Aquatic Chronic 3 - 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)

No data available

Ponto de fulgor (°C)

No data available

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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Os clientes também visualizaram

Slide 1 of 4

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Retinoids in cosmeceuticals
Sorg O, et al.
Dermatologic Therapy, 19(5), 289-296 (2006)
Vitamin A or E and a catechin synergize as vaccine adjuvant to enhance immune responses in mice by induction of early interleukin-15 but not interleukin-1beta responses
Patel S, et al.
Immunology, 148(4), 352-362 (2016)
Effects of retinoid treatment on cochlear development, connexin expression and hearing thresholds in mice
Kim Y and Lin X
Journal of Otorhinolaryngology, Hearing and Balance Medicine settings, 1(1), 2-2 (2018)
Laboratory evaluation during high-dose vitamin A administration: a randomized study on lung cancer patients after surgical resection
Infante M, et al.
Journal of Cancer Research and Clinical Oncology, 117(2), 156-162 (1991)
Safety of retinyl palmitate in sunscreens: a critical analysis
Wang SQ, et al.
Journal of the American Academy of Dermatology, 63(5), 903-906 (2010)

Artigos

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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