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144-67-2

144-67-2 structure
144-67-2 structure
  • Name: Zeaxanthin dipalmitate
  • Chemical Name: [(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hexadecanoyloxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] hexadecanoate
  • CAS Number: 144-67-2
  • Molecular Formula: C72H116O4
  • Molecular Weight: 1045.689
  • Catalog: Signaling Pathways Autophagy Autophagy
  • Create Date: 2018-03-20 08:00:00
  • Modify Date: 2024-01-04 10:33:31
  • Zeaxanthin dipalmitate (Physalien) is a wolfberry-derived carotenoid, has anti-inflammatory and anti-oxidative stress effects. Zeaxanthin dipalmitate directly interact with p2X7 receptor (Kd=81.2 nM) and adiponectin receptor 1 (AdipoR1; Kd=533 nM) in a positive dose-dependent manner. Zeaxanthin dipalmitate restores mitochondrial autophagy functions suppressed by ethanol intoxication. Zeaxanthin dipalmitate can be used in the research of alcoholic fatty liver disease (AFLD) and retinitis pigmentosa (RP)[1][2].
Name [(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hexadecanoyloxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] hexadecanoate
Synonyms Physalien
(-)-Di-O-palmitoyl-all-trans-zeaxanthin
(3R,3R')-b,b-Carotene-3,3'-diyl Dipalmitate
[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl]bis(1R)-3,5,5-trimethyl-3-cyclohexene-4,1-diyl dihexadecanoate
MFCD00198033
physalin
[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaen-1,18-diyl]bis(1R)-3,5,5-trimethyl-3-cyclohexen-4,1-diyldihexadecanoat
zeaxanthin dipalmitate
zeaxanthin-C16:0,C16:0
EINECS 205-635-9
Hexadecanoic acid, (3R,3'R)-β,β-carotene-3,3'-diyl ester
Dihexadécanoate de (3R,3'R)-β,β-carotene-3,3'-diyle
Dihexadécanoate de [(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tétraméthyl-1,3,5,7,9,11,13,15,17-octadécanonaène-1,18-diyl]bis(1R)-3,5,5-triméthyl-3-cyclohexène-4,1-diyle
(3R,3'R)-b,b-Carotene-3,3'-diol Dipalmitate
(3R,3'R)-3,3'-Bispalmitoyloxy-b,b-carotene
(-)-all-trans-Physalien
(3R,3'R)-β,β-Carotin-3,3'-diyldihexadecanoat
(3R,3'R)-β,β-Carotene-3,3'-diyl dihexadecanoate
(3R,3'R)-zeaxanthin bispalmitate
Description Zeaxanthin dipalmitate (Physalien) is a wolfberry-derived carotenoid, has anti-inflammatory and anti-oxidative stress effects. Zeaxanthin dipalmitate directly interact with p2X7 receptor (Kd=81.2 nM) and adiponectin receptor 1 (AdipoR1; Kd=533 nM) in a positive dose-dependent manner. Zeaxanthin dipalmitate restores mitochondrial autophagy functions suppressed by ethanol intoxication. Zeaxanthin dipalmitate can be used in the research of alcoholic fatty liver disease (AFLD) and retinitis pigmentosa (RP)[1][2].
Related Catalog
Target

p2X7/AdipoR1 receptor[1]

In Vitro Zeaxanthin dipalmitate (1 µM; 2 h) totally or partially reverses the down-regulation of Atg5, beclin-1, and LC3A/B by ethanol (250 mM), and the up-regulation of p62 by ethanol in BRL-3A cells[1]. Zeaxanthin dipalmitate (1 µM; 2 h) partially recovers the ethanol-suppressed LC3B in BRL-3A cells[1]. Zeaxanthin dipalmitate (1 µM; 2 h) partially recovers the ethanol-suppressed cell viability and ethanol-induced aspase-3/7 activity of BRL-3A cells[1]. Zeaxanthin dipalmitate (1 µM; 2 h) recovers the ethanol-induced inhibition of mitophagy in BRL-3A cells[1].
In Vivo Zeaxanthin dipalmitate (10 mg/kg; p.o.; daily for 2 weeks) reduces the serum ALT and AST levels increased by long-term ethanol challenge in at AFLD Model[1]. Zeaxanthin dipalmitate (10 mg/kg; p.o.; daily for 2 weeks) effectively attenuates the histological injury[1]. Zeaxanthin dipalmitate (10 mg/kg; p.o.; daily for 2 weeks) attenuates the AFLD-induced hepatic apoptosis (reveal by caspase-3/7 activity) and inflammation (TNF-α) in rat[1]. Zeaxanthin dipalmitate (approximately 4 μM; intravitreal injection for once) improves the visual behavior of rd10 mice and delays the degeneration of retinal photoreceptors[2]. Zeaxanthin dipalmitate (approximately 4 μM; intravitreal injection for once) improves the light responses of photoreceptors, bipolar cells and retinal ganglion cells[2]. Zeaxanthin dipalmitate (approximately 4 μM; intravitreal injection for once) reduces the expression of genes that are involved in inflammation, apoptosis and oxidative stress in rd10 mice[2].
References

[1]. Gao H, et al. Wolfberry-Derived Zeaxanthin Dipalmitate Attenuates Ethanol-Induced Hepatic Damage. Mol Nutr Food Res. 2019 Jun;63(11):e1801339.

[2]. Liu F, et al. Wolfberry-derived zeaxanthin dipalmitate delays retinal degeneration in a mouse model of retinitis pigmentosa through modulating STAT3, CCL2 and MAPK pathways. J Neurochem. 2021 Sep;158(5):1131-1150.
Density 1.0±0.1 g/cm3
Boiling Point 956.4±65.0 °C at 760 mmHg
Melting Point 98-100 °C
Molecular Formula C72H116O4
Molecular Weight 1045.689
Flash Point 462.1±32.7 °C
Exact Mass 1044.887329
PSA 52.60000
LogP 28.33
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.524
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