Cat. No.: HY-167632

meso-Zeaxanthin

Name: meso-Zeaxanthin
Brand: MedChemExpress
SKU: HY-167632
Price: 85.00 USD
Availability: InStock
Rating: 5 (1 reviews)

(Synonyms: (3R,3′S)-Zeaxanthin)

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meso-Zeaxanthin ((3R,3′S)-Zeaxanthin) is an orally active xanthophyll carotenoid. meso-Zeaxanthin inhibits CYP1A1, CYP1A2, CYP2B1/2, COX-2, TNF-α and iNOS, and enhances the activities of Uridine diphosphate glucuronosyltransferase and Glutathione-S-transferase. meso-Zeaxanthin quenches oxygen free radicals. meso-Zeaxanthin filters short-wavelength blue light, alleviates oxidative damage and visual abnormalities. meso-Zeaxanthin reduces tumor incidence, prolongs tumor latency and survival rate of tumor-bearing mice, and inhibits paw edema. meso-Zeaxanthin can be used in research related to sarcoma and age-related macular degeneration.

For research use only. We do not sell to patients.

Purity : 93.09%
CAS No.: 31272-50-1
Formula: C₄₀H₅₆O₂
Molecular Weight:568.87

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

meso-Zeaxanthin Chemical Structure

CAS No.: 31272-50-1

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- In Vivo
- Clinical Trial
Chemical Information
Solvent & Solubility
- In Vitro
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target

^[2]^[1]

COX-2

CYP1A1

CYP1A2

CYP2B1

CYP2B2

iNOS

All Cytochrome P450 Isoforms :

All COX Isoforms :

All NO Synthase Isoforms :

All TNF Receptor Isoforms :

In Vitro

Innate ImmunityCytokines & ChemokinesOxidative Stress

Innate Immunity

Cytokines & Chemokines

Oxidative Stress

meso-Zeaxanthin (5-25 μg/mL; 24 h) potently inhibits LPS-induced inflammatory responses in mouse peritoneal macrophages, reducing pro-inflammatory cytokine, C-reactive protein, and nitric oxide production (with maximum inhibition at 25 μg/mL) and down-regulating mRNA expression of TNF-α, iNOS, and COX-2^[2].

Oxidative Stress

meso-Zeaxanthin acts as a potent singlet oxygen-quenching antioxidant when bound to a zeaxanthin-binding protein, and a 1:1:1 mixture of meso-Zeaxanthin, lutein, and zeaxanthin has greater singlet oxygen-quenching activity than any of the individual carotenoids in vitro^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Anti-cancerOthers

Anti-cancer

Meso-Zeaxanthin (50-250 mg/kg; p.o.; 6 days per week; for 20 weeks) dose-dependently delays the onset of sarcoma, reduces tumor incidence, and improves survival in 3-methylcholanthrene-induced sarcoma-bearing mice, with the 250 mg/kg dose group achieving a tumor-free survival rate of 60% at 30 weeks^[1].

Others

Meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 15 consecutive days) dose-dependently inhibits Phenobarbitone-induced cytochrome P450 isoenzyme activity, and the 250 mg/kg dose restores this activity to baseline levels^[1].

Others

Meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 15 consecutive days) dose-dependently increases the activity of hepatic phase II detoxifying enzymes. Specifically, in the 250 mg/kg dose group, UDP-glucuronosyltransferase activity doubles compared to the baseline level, and glutathione-S-transferase activity increases to 3-fold of the baseline level^[1].

Others

meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 5 consecutive days) dose-dependently inhibits carrageenan (HY-125474)-induced acute paw edema in male Balb/c mice^[2].

Others

meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 5 consecutive days) dose-dependently inhibits dextran-induced acute paw edema in male Balb/c mice^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Swiss albino (male, 6-8 wk old, 25 g body weight, 3-methylcholanthrene-induced sarcoma)^[1]
Dosage:

50 mg/kg; 250 mg/kg
Administration:

p.o.; 6 days/week; 20 weeks
Result:

Delayed sarcoma onset to week 15 (vs week 6 in controls).
Kept all animals alive through week 16.
Delayed sarcoma onset to week 18, with only 1 animal developing sarcoma by week 18.
Kept all animals alive through week 20.
Achieved 9 of 15 (60%) animals alive with no tumors at 30-week endpoint.
Reduced tumor size compared to controls.

Animal Model:

Wistar (male, 5-6 wk old, 180 g body weight, phenobarbitone-induced microsomal enzyme activation)^[1]
Dosage:

50 mg/kg; 250 mg/kg
Administration:

p.o.; once daily; 15 days
Result:

Reduced CYP1A1 (PROD) activity to 7 nmol resorufin formed/min/mg protein.
Reduced CYP1A2 (MROD) activity to 6.9 nmol resorufin formed/min/mg protein.
Reduced CYP2B1/2 (EROD) activity to 10 nmol resorufin formed/min/mg protein.
Reduced CYP1A1 (PROD) activity to 3.9 nmol resorufin formed/min/mg protein.
Reduced CYP1A2 (MROD) activity to 5.4 nmol resorufin formed/min/mg protein.
Reduced CYP2B1/2 (EROD) activity to 6.8 nmol resorufin formed/min/mg protein, levels near those of untreated normal rats.
Produced statistically significant reductions (P = 0.003 for EROD; P = 0.004 for MROD and PROD) compared to phenobarbitone-only controls.

Animal Model:

Wistar (male, 5-6 wk old, 180 g body weight)^[1]
Dosage:

50 mg/kg; 250 mg/kg
Administration:

p.o.; once daily; 15 days
Result:

Increased UDP-glucuronyl transferase activity to 34.93 nmol/min/mg protein.
Increased glutathione-S-transferase activity to 75.1 nmol/min/mg protein.
Increased UDP-glucuronyl transferase activity to 55.6 nmol/min/mg protein.
Increased glutathione-S-transferase activity to 130.8 nmol/min/mg protein.
Produced statistically significant increases (P = 0.004) compared to untreated normal rats.

Related Protocols :

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS No. 31272-50-1
Appearance Solid
Molecular Weight 568.87
Formula C₄₀H₅₆O₂
Color Orange to red
SMILES

CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O)CC2(C)C)=C(C)C[C@H](O)C1
Synonyms

(3R,3′S)-Zeaxanthin
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 0.29 mg/mL (0.51 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (272 KB)
SDS (254 KB)
- English - EN (254 KB)
- Français - FR (254 KB)
- Deutsch - DE (254 KB)
- Norwegian - NO (254 KB)
- Español - ES (254 KB)
- Swedish - SV (254 KB)
- Italian - IT (254 KB)
- Korean - KR (254 KB)
- Portuguese - PT (254 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Firdous AP, et al. Anticarcinogenic activity of meso-zeaxanthin in rodents and its possible mechanism of action. Nutrition and cancer. 2013;65(6):850-6. [Content Brief]

[2]. Firdous AP, et al. Anti-inflammatory potential of carotenoid meso-zeaxanthin and its mode of action. Pharmaceutical biology. 2015 Jul;53(7):961-7. [Content Brief]

[3]. Nolan JM, et al. What is meso-zeaxanthin, and where does it come from?. Eye (London, England). 2013 Aug;27(8):899-905. [Content Brief]

[4]. Bernstein PS, et al. Lutein, zeaxanthin, and meso-zeaxanthin: The basic and clinical science underlying carotenoid-based nutritional interventions against ocular disease. Progress in retinal and eye research. 2016 Jan;50:34-66. [Content Brief]

Calculators

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Dilution Calculator

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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meso-Zeaxanthin

All Cytochrome P450 Isoforms

All COX Isoforms

All NO Synthase Isoforms

All TNF Receptor Isoforms