Zeaxanthin dipalmitate - ≥95% , CAS No.144-67-2

CAS: 144-67-2 Cat. No.: Z650609 Formule: C₇₂H₁₁₆O₄ Poids moléculaire: 1045.69 Numéro CE: 205-635-9 PubChem CID: 5281250

GRADE & PURITY ≥95%

Synonyms

NCGC00182606-01 | .BETA.,.BETA.-CAROTENE-3,3'-DIOL, 3,3'-DIHEXADECANOATE, (3R,3'R)- | PHYSALIEN, ALL-TRANS- | CAS-144-67-2 | .BETA.-CAROTENE-3,3'-DIOL, DIPALMITATE, ALL-TRANS- | EINECS 205-635-9 | XACHQDDXHDTRLX-XLVVAOPESA-N | Piceid (cis-) | 570944I2YB |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Zeaxanthin dipalmitate (Physalien) is a wolfberry-derived carotenoid, has anti-inflammatory and anti-oxidative stress effects. Zeaxanthin dipalmitate directly interact with p2X7 receptor ( K d =81.2 nM) and adiponectin receptor 1 ( AdipoR1 ; K d =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)

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. Zeaxanthin dipalmitate (1 µM; 2 h) partially recovers the ethanol-suppressed LC3B in BRL-3A cells. Zeaxanthin dipalmitate (1 µM; 2 h) partially recovers the ethanol-suppressed cell viability and ethanol-induced aspase-3/7 activity of BRL-3A cells. Zeaxanthin dipalmitate (1 µM; 2 h) recovers the ethanol-induced inhibition of mitophagy in BRL-3A cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

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 . Zeaxanthin dipalmitate (10 mg/kg; p.o.; daily for 2 weeks) effectively attenuates the histological injury . 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 . Zeaxanthin dipalmitate (approximately 4 μM; intravitreal injection for once) improves the visual behavior of rd10 mice and delays the degeneration of retinal photoreceptors. Zeaxanthin dipalmitate (approximately 4 μM; intravitreal injection for once) improves the light responses of photoreceptors, bipolar cells and retinal ganglion cells. 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. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:p2X7/AdipoR1 receptor

Specifications

Synonymes

NCGC00182606-01 | .BETA.,.BETA.-CAROTENE-3,3'-DIOL, 3,3'-DIHEXADECANOATE, (3R,3'R)- | PHYSALIEN, ALL-TRANS- | CAS-144-67-2 | .BETA.-CAROTENE-3,3'-DIOL, DIPALMITATE, ALL-TRANS- | EINECS 205-635-9 | XACHQDDXHDTRLX-XLVVAOPESA-N | Piceid (cis-) | 570944I2YB |

Spécifications et pureté

≥95%

Mécanismes biochimiques et physiologiques

Zeaxanthin dipalmitate (Physalien) is a wolfberry-derived carotenoid, has anti-inflammatory and anti-oxidative stress effects. Zeaxanthin dipalmitate directly interact with p2X7 receptor ( K d =81.2 nM) and adiponectin receptor 1 ( AdipoR1 ; K d =533 nM)

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Pureté

≥95%

Noms et identifiants

Sourires canoniques

CCCCCCCCCCCCCCCC(=O)OC1CC(=C(C(C1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C)C)C)C

IUPAC 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

InChIKey

XACHQDDXHDTRLX-XLVVAOPESA-N

INCHI

1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,65-66H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+/t65-,66-/m1/s1

Isomères SMILES

CCCCCCCCCCCCCCCC(=O)O[C@H]1CC(C(=C(C1)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C[C@H](CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C)\C)\C)/C)/C)(C)C

CAS alternatif

144-67-2

PubChem CID

5281250

Termes d'entrée MeSH

zeaxanthin dipalmitate

Poids moléculaire

1045.69

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Prenol lipids
      • Subclass Tetraterpenoids
        • Level5 Carotenoids
          • Level6 Xanthophylls

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Prenol lipids
• Subclass: Tetraterpenoids
• Intermediate Tree Nodes: Carotenoids
• Direct Parent: Xanthophylls
• Alternative Parents: Fatty acid esters Dicarboxylic acids and derivatives Carboxylic acid esters Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Xanthophyll - Fatty acid ester - Fatty acyl - Dicarboxylic acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.
• External Descriptors: C40 isoprenoids (tetraterpenes)

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mécanismes d'action

Propriétés chimiques et physiques

• Poids moléculaire: 1045.700 g/mol
• XLogP3: 26.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 42
• Exact Mass: 1044.89 Da
• Monoisotopic Mass: 1044.89 Da
• Topological Polar Surface Area: 52.600 Ų
• Heavy Atom Count: 76
• Formal Charge: 0
• Complexity: 1850.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 9
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 9
• Covalently-Bonded Unit Count: 1

Foire aux questions

What is the purity of this product?

This product is supplied at ≥95% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 144-67-2, the molecular formula is C72H116O4, and the molecular weight is 1045.69 g/mol. InChIKey XACHQDDXHDTRLX-XLVVAOPESA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.