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Merck
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Documenti fondamentali

R3375

Sigma-Aldrich

Retinyl palmitate

Type IV, ~1,800,000 USP units/g, oil

Sinonimo/i:

Vitamin A palmitate, all−trans−Retinol palmitate

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About This Item

Formula empirica (notazione di Hill):
C36H60O2
Numero CAS:
Peso molecolare:
524.86
Beilstein:
1917366
Numero CE:
Numero MDL:
Codice UNSPSC:
12352205
ID PubChem:
NACRES:
NA.79

Origine biologica

synthetic (organic)

Livello qualitativo

Tipo

Type IV

Saggio

≥90% (HPLC)

Forma fisica

oil

Attività specifica

~1,800,000 USP units/g

Colore

yellow to orange

Punto di fusione

26 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

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+
VYGQUTWHTHXGQB-FFHKNEKCSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Confezionamento

Sealed ampule.

Stato fisico

Oil at room temperature

Pittogrammi

Health hazard

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Aquatic Chronic 3 - Repr. 1B

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

No data available

Punto d’infiammabilità (°C)

No data available

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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)

Articoli

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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