ZEAXANTHIN

First approved in 2014

Details

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

SHOW SMILES / InChI

Structure Search

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-QAYBQHTQSA-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-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C40H56O2
Molecular Weight	568.8714
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	9
Optical Activity	UNSPECIFIED

Description
Sources: https://www.drugs.com/drp/zeaxanthin.html | https://www.ncbi.nlm.nih.gov/pubmed/27847637

Zeaxanthin is one of the most common carotenoid alcohols found in nature. It is synthesized in plants and some micro-organisms. Lutein and Zeaxanthin are found in the macula of the human retina, as well as the human crystalline lens. They play a role in protection against age-related macular degeneration (ARMD) and cataract formation. The antioxidant properties of lutein and zeaxanthin together with ocular antioxidants (selenium, zinc, copper, vitamin A, C, E, etc.) inhibit free radical damage caused by light and oxygen. Zeaxanthin supplements are typically taken on the supposition of supporting eye health. It is is Generally Recognized As Safe by FDA.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
osteoclast development 5 Target ID: GO:0036035 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24688220	Inhibitor 8297
Oxidative Stress 160 Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24163760 \| https://www.ncbi.nlm.nih.gov/pubmed/28431381	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Vision disorders 1 Sources: http://omniactives.com/lutemax-2020	Palliative	Approved 8429	Lutemax 2020 Approved Use Supports visual health and acuity by protecting against oxidative stress and inﬂammation.
Age-related memory impairment 4 Sources: https://clinicaltrials.gov/ct2/show/NCT00345176	Primary	Phase III 656	Unknown Approved Use Unknown
Cataract 15 Sources: https://clinicaltrials.gov/ct2/show/NCT00345176	Primary	Phase III 656	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Identification of lutein and zeaxanthin oxidation products in human and monkey retinas.	1997 Aug	9286269
Distribution of lutein and zeaxanthin stereoisomers in the human retina.	1997 Feb	9176055
Density of the human crystalline lens is related to the macular pigment carotenoids, lutein and zeaxanthin.	1997 Jul	9293517
Lutein and zeaxanthin concentrations in plasma after dietary supplementation with egg yolk.	1999 Aug	10426702
Lutein and zeaxanthin concentrations in rod outer segment membranes from perifoveal and peripheral human retina.	2000 Apr	10752961
Relation among serum and tissue concentrations of lutein and zeaxanthin and macular pigment density.	2000 Jun	10837298
The body of evidence to support a protective role for lutein and zeaxanthin in delaying chronic disease. Overview.	2002 Mar	11880585
An efficient conversion of (3R,3'R,6'R)-lutein to (3R,3'S,6'R)-lutein (3'-epilutein) and (3R,3'R)-zeaxanthin.	2003 Jan	12542348
Non-nutritive bioactive constituents of plants: lycopene, lutein and zeaxanthin.	2003 Mar	12747216
Identification and characterization of a Pi isoform of glutathione S-transferase (GSTP1) as a zeaxanthin-binding protein in the macula of the human eye.	2004 Nov 19	15355982

Patents

Sample Use Guides

In Vivo Use Guide

Dietary Supplement: Lutein/zeaxanthin 10 mg lutein and 2 mg zeaxanthin (1 tablet)

Route of Administration: Oral

In Vitro Use Guide

Zeaxanthin at 50-150 uM significantly inhibited the expression of VEGF and accumulation of HIF-1α protein caused by hypoxia but did not affect expression of VEGF and HIF-1α under normoxic conditions.in the primary culture of human retinal pigment epithelial (RPE) cells.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:59:32 GMT 2023` Edited by `admin` on `Fri Dec 15 15:59:32 GMT 2023`
Record UNII	CV0IB81ORO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ZEAXANTHIN

Official Name

English

INS NO.161H(I)

Code

English

ZEAXANTHIN [INCI]

Common Name

English

ANCHOVYXANTHIN

Common Name

English

(3R,3'R)-DIHYDROXY-.BETA.-CAROTENE

Common Name

English

OPTISHARP

Common Name

English

ZEAXANTHOL

Common Name

English

E 161H

Code

English

ZEAXANTHIN / (3R,3'R) - ZEAXANTHIN (CONSTITUENT OF AZTEC MARIGOLD ZEAXANTHIN EXTRACT) [DSC]

Common Name

English

LUTEINOFTA

Common Name

English

ZEAXANTHIN [VANDF]

Common Name

English

E-161H(I)

Code

English

Zeaxanthin [WHO-DD]

Common Name

English

ZEAXANTHIN [MART.]

Common Name

English

INS-161H(I)

Code

English

AZTEC MARIGOLD ZEAXANTHIN EXTRACT [USP-RS]

Common Name

English

ZEAXANTHIN [MI]

Common Name

English

ZEAGOLD

Common Name

English

XANTHOPHYLL 3

Common Name

English

Classification Tree Code System Code

CODEX ALIMENTARIUS (GSFA)

INS-161H(I)