Retinylpalmitat

Retinol Palmitate

HCID 5280531
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Grundinformationen

CAS
79-81-2
Standard-SMILES
CCCCCCCCCCCCCCCC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C
InChIKey
VYGQUTWHTHXGQB-FFHKNEKCSA-N
Summenformel
C36H60O2
Durchschnittliche Molmasse
524,9 g/mol
Monoisotopische Masse
524,45933116

Überblick

All-trans-retinyl palmitate is an all-trans-retinyl ester obtained by formal condensation of the carboxy group of palmitic (hexadecanoic acid) with the hydroxy group of all-trans-retinol. It is used in cosmetic products to treat various skin disorders such as acne, skin aging, wrinkles, dark spots, and also protect against psoriasis. It has a role as an antioxidant, a human xenobiotic metabolite and an Escherichia coli metabolite. It is a retinyl palmitate and an all-trans-retinyl ester. It is functionally related to an all-trans-retinol.

Namen und Bezeichner

Bevorzugter Name
Retinol Palmitate
IUPAC
[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] hexadecanoate
Lokaler Name
Retinylpalmitat
Englischer Name
Vitamin A palmitate
Summenformel
C36H60O2
Molmasse
524.86

Namen und Synonyme

retinyl palmitateVITAMIN A PALMITATE79-81-2Retinol palmitateRetinol, hexadecanoateall-trans-Retinyl palmitateArovitOptovit-ARetinyl hexadecanoateVitamin A SolubilizedDTXSID1021241[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] hexadecanoate
Weitere Namen anzeigen
Vitamin a Palmitate OilVitamin A Palmitate PowderVITAMIN A PALMITATE 1.7 MIUVitaminAPalmitateinOilDry Vitamin A PalmitateHelianthus Annuus Seed OilRetinylpalmitatVITAMIN A PALMITATE Liquid
1D1K0N0VVCNSC-758478Retinol, palmitate, all-transAll-(e)-retinol palmitateDTXCID101241CHEBI:17616Vitamin a palmitate (solubilized)Retinol Hexadecanoate

Datenbank-Bezeichner

CAS
79-81-2
PubChem CID
5280531
DTXSID
DTXSID1021241
ChEMBL
CHEMBL1675
ChEBI
CHEBI:17616
UNII
1D1K0N0VVC
EC Number
201-228-5
Nikkaji
J3.849K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
13,6
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
21
Schwere Atome
38

Experimentelle und physikochemische Eigenschaften

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> Retinoids [PR0109]
Cosmetics · 2 Einträge

Cosmetic ingredients (Retinyl Palmitate) -> CIR (Cosmetic Ingredient Review)

Skin conditioning

Food AdditivesCOLOR OR COLORING ADJUNCT, NUTRIENT SUPPLEMENT -> FDA Substance added to food
Human Drugs · 2 Einträge

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point28.5 °C
Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt
28 · 28-29℃
Siedepunkt
546.51 °C · 546.51°C (rough estimate)
Dichte
0.9668 · 0.9668 (rough estimate)
Brechungsindex
1.525 · 1.5250 (estimate)
Flammpunkt
194 ℃ · 194℃
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 8.4% (54 of 643) of reports.

Danger

H315 (19%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P264, P273, P280, P302+P352, P318, P321, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 643 reports by companies from 30 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Retinol, hexadecanoate

Regulation (EC) No 1831/2003 (amended)

Status: Active Update: 13-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13687

Retinyl palmitate: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (19%)

Toxikologische Informationen

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Vitamin A palmitate

vLess-DILI-concern

3

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

Sicherheitsdaten

F
8-10-23
wgk
3
tsca
TSCA listed
ridadr
UN1170 - class 3 - PG 2 - Ethanol, solution
hs_code
29362100
RTECS-Nr.
VH6860000

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.

Tissue LocationsAdipose Tissue
Cellular LocationsExtracellular
Metabolite PathwaysRetinol Metabolism

Verwendung und Herstellung

UsesCIR ingredient: Retinyl Palmitate
Household ProductsInformation on 131 consumer products that contain Retinyl palmitate in the following categories is provided:
Use ClassificationCosmetics -> Skin conditioning
General Manufacturing InformationRetinol, hexadecanoate: ACTIVE
Anwendungen · 1 Eintrag

Verwendenvitamin A palmitate is known as a skin “normalizer.” It acts as an antikeratinizing agent, helping the skin stay soft and plump, and improving its water-barrier properties. Because of its impact on the skin’s water-barrier properties, it is useful against dryness, heat, and pollution. It is also an anti-oxidant and is suggested for use in sunscreens. Clinical studies with vitamin A palmitate indicate a significant change in skin composition, with increases in collagen, DnA, skin thickness, and elasticity. Vitamin A palmitate’s stability is superior to retinol.

Vor- und nachgelagerte Produkte

Anbieter100 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]

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