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
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
| 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 |
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 |
|---|---|---|---|
Target ID: GO:0036035 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24688220 |
|||
Target ID: WP408 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sources: http://omniactives.com/lutemax-2020 |
Palliative | Lutemax 2020 Approved UseSupports visual health and acuity by protecting against oxidative stress and inflammation. |
||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
0.033 μM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16002805/ |
0.58 μmol 1 times / day multiple, oral dose: 0.58 μmol route of administration: Oral experiment type: MULTIPLE co-administered: LUTEIN |
ZEAXANTHIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
0.113 μM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16002805/ |
2.31 μmol 1 times / day multiple, oral dose: 2.31 μmol route of administration: Oral experiment type: MULTIPLE co-administered: LUTEIN |
ZEAXANTHIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
0.655 μM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16002805/ |
0.58 μmol 1 times / day multiple, oral dose: 0.58 μmol route of administration: Oral experiment type: MULTIPLE co-administered: LUTEIN |
ZEAXANTHIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
2.476 μM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16002805/ |
2.31 μmol 1 times / day multiple, oral dose: 2.31 μmol route of administration: Oral experiment type: MULTIPLE co-administered: LUTEIN |
ZEAXANTHIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
5.51 day EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16002805/ |
2.31 μmol 1 times / day multiple, oral dose: 2.31 μmol route of administration: Oral experiment type: MULTIPLE co-administered: LUTEIN |
ZEAXANTHIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 8.0 |
inconclusive [IC50 33.4915 uM] | |||
| likely [IC50 >50 uM] | ||||
| likely [IC50 >50 uM] | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
Page: 17.0 |
no | |||
| unlikely [IC50 >50 uM] | ||||
| unlikely [IC50 >50 uM] | ||||
| unlikely [IC50 >50 uM] | ||||
| unlikely [IC50 >50 uM] | ||||
| unlikely [IC50 >50 uM] | ||||
| weak [IC50 15.5 uM] | ||||
| yes [IC50 36.65 uM] |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 2 | 19 |
inconclusive |
Tox targets
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 9.0 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| A mitochondrial enzyme degrades carotenoids and protects against oxidative stress. | 2011-03 |
|
| A 12-wk egg intervention increases serum zeaxanthin and macular pigment optical density in women. | 2006-10 |
|
| Hydrolysis of zeaxanthin esters by carboxyl ester lipase during digestion facilitates micellarization and uptake of the xanthophyll by Caco-2 human intestinal cells. | 2006-03 |
|
| Serum levels of macular carotenoids in relation to age-related maculopathy: the Muenster Aging and Retina Study (MARS). | 2005-10 |
|
| Synergistic effects of zeaxanthin and its binding protein in the prevention of lipid membrane oxidation. | 2005-05-30 |
|
| Identification and characterization of a Pi isoform of glutathione S-transferase (GSTP1) as a zeaxanthin-binding protein in the macula of the human eye. | 2004-11-19 |
|
| Non-nutritive bioactive constituents of plants: lycopene, lutein and zeaxanthin. | 2003-03 |
|
| An efficient conversion of (3R,3'R,6'R)-lutein to (3R,3'S,6'R)-lutein (3'-epilutein) and (3R,3'R)-zeaxanthin. | 2003-01 |
|
| The body of evidence to support a protective role for lutein and zeaxanthin in delaying chronic disease. Overview. | 2002-03 |
|
| Relation among serum and tissue concentrations of lutein and zeaxanthin and macular pigment density. | 2000-06 |
|
| Lutein and zeaxanthin concentrations in rod outer segment membranes from perifoveal and peripheral human retina. | 2000-04 |
|
| Lutein and zeaxanthin concentrations in plasma after dietary supplementation with egg yolk. | 1999-08 |
|
| Identification of lutein and zeaxanthin oxidation products in human and monkey retinas. | 1997-08 |
|
| Density of the human crystalline lens is related to the macular pigment carotenoids, lutein and zeaxanthin. | 1997-07 |
|
| Distribution of lutein and zeaxanthin stereoisomers in the human retina. | 1997-02 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT00345176
Dietary Supplement: Lutein/zeaxanthin
10 mg lutein and 2 mg zeaxanthin (1 tablet)
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25688362
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
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CV0IB81ORO
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Validated (UNII)
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CODEX ALIMENTARIUS (GSFA) |
INS-161H(I)
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JECFA EVALUATION |
INS-161H(I)
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DSLD |
2326 (Number of products:1137)
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NCI_THESAURUS |
C68307
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639
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT MAY BE PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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PARENT -> IMPURITY |