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Details

Stereochemistry ACHIRAL
Molecular Formula C40H56O2
Molecular Weight 568.8714
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 9
Charge 0

SHOW SMILES / InChI
Structure of ZEAXANTHIN, MESO-

SMILES

CC(\C=C\C=C(C)\C=C\C1=C(C)C[C@H](O)CC1(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

InChI

InChIKey=JKQXZKUSFCKOGQ-YOPUJPICSA-N
InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+

HIDE SMILES / InChI

Description

The carotenoids lutein (L), zeaxanthin (Z), and meso-zeaxanthin (MZ) accumulate in the central retina, where they are collectively known as macular pigment (MP). Each of these three compounds exhibit a regional dominance, with MZ, Z, and L being the dominant carotenoids at the epicenter, mid-periphery, and periphery of the macula, respectively. Meso-zeaxanthin is formed directly in the retina from lutein. MZ has potent anti-inflammatory effect, which can be due to its down-regulated expression of various inflammatory mediator genes. Meso-zeaxanthin was also found to scavenge superoxide radicals, hydroxyl radicals. MZ is a part of formulation for MacuShield, which is now the UK’s most recommended eye supplement. Also exists experiments supporting that LMZ3 (meso-zeaxanthin, lutein, zeaxanthin) supplements may stabilize vision and improve the cavitation’s in patients with macular telangiectasia type 2.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Palliative
MacuShield
PubMed

PubMed

TitleDatePubMed
Stereochemistry of the human macular carotenoids.
1993 May
Sustained supplementation and monitored response with differing carotenoid formulations in early age-related macular degeneration.
2015 Jul
Patents

Patents

Sample Use Guides

In Vivo Use Guide
take one capsule daily with a meal. One capsule contains: meso-zeaxanthin, lutein, zeaxanthin
Route of Administration: Oral
In Vitro Use Guide
The concentration of meso-zeaxanthin needed for 50 % inhibition of CYP1A2 (7-methoxyresorufin-O-demethylase) was 5 µg/ml, for CYP2B 1/2 (7- pentoxyresorufin-O-depentylase) was 8 µg/ml and for CYP1A1 (7-ethoxyresorufin-O-deethylase) was 12 µg/ml, while that of CYP 2E1 (aniline hydroxylase) was 7µg/ml and for CYP 1A, 2A, 2B, 2D and 3A (aminopyrene-N-demethylase) was 10.5 µg/ml.
Name Type Language
ZEAXANTHIN, MESO-
Common Name English
MESO-ZEAXANTHIN [FCC]
Common Name English
.BETA.,.BETA.-CAROTENE-3,3'-DIOL, (3R,3'S)-
Systematic Name English
(3R,3'S-MESO)-ZEAXANTHIN
Common Name English
MESO-ZEAXANTHIN [DSC]
Common Name English
(R,S)-ZEAXANTHIN
Common Name English
ZEAXANTHIN, (3R,3'S)-
Common Name English
MESO-ZEAXANTHIN [USP-RS]
Common Name English
MESO-ZEAXANTHIN
DSC   FCC   USP-RS  
Common Name English
(3R,3'S)-ZEAXANTHIN
Common Name English
Code System Code Type Description
EVMPD
SUB182514
Created by admin on Tue Oct 22 17:25:45 UTC 2019 , Edited by admin on Tue Oct 22 17:25:45 UTC 2019
PRIMARY
CAS
31272-50-1
Created by admin on Tue Oct 22 17:25:45 UTC 2019 , Edited by admin on Tue Oct 22 17:25:45 UTC 2019
PRIMARY
PUBCHEM
6442658
Created by admin on Tue Oct 22 17:25:45 UTC 2019 , Edited by admin on Tue Oct 22 17:25:45 UTC 2019
PRIMARY