Zeaxanthin

Identification

Generic Name

Zeaxanthin

DrugBank Accession Number

DB11176

Background

Zeaxanthin is a most common carotenoid alcohols found in nature that is involved in the xanthophyll cycle. As a coexistent isomer of lutein, zeaxanthin is synthesized in plants and some micro-organisms. It gives the distinct yellow color to many vegetables and other plants including paprika, corn, saffron and wolfberries. Zeaxanthin is one of the two primary xanthophyll carotenoids contained within the retina of the eye and plays a predominant component in the central macula. It is available as a dietary supplement for eye health benefits and potential prevention of age-related macular degeneration. Zeaxanthin is also added as a food dye.

Type

Small Molecule

Groups

Approved, Investigational

Structure

3D

Download

MOLSDF3D-SDFPDBSMILESInChI

Similar Structures

Structure for Zeaxanthin (DB11176)

×

Close

Weight

Average: 568.886
Monoisotopic: 568.428031043

Chemical Formula

C₄₀H₅₆O₂

Synonyms

Not Available

External IDs

• E 161H
• E-161H(I)
• INS NO.161H(I)
• INS-161H(I)

Poor quality drug data slowing you down?

Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.

Download eBook

Poor quality drug data slowing you down?

Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates

Build, train, & validate machine-learning models
with evidence-based and structured datasets.

See how

Build, train, & validate predictive machine-learning models with structured datasets.

See how

Associated Therapies

• Mineral supplementation therapy
• Oral Nutritional Supplementation
• Vitamin supplementation

Contraindications & Blackbox Warnings

Prevent Adverse Drug Events Today

Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.

Learn more

Avoid life-threatening adverse drug events with our Clinical API

Learn more

Pharmacodynamics

Not Available

Mechanism of action

Not Available

Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism

Not Available

Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects

Improve decision support & research outcomes

With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!

See the data

Improve decision support & research outcomes with our structured adverse effects data.

See a data sample

Toxicity

Not Available

Pathways

Not Available

Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">

Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">

This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.

Not Available

Food Interactions

• Take with or without food.

Products

Drug product information from 10+ global regions

Our datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.

Access now

Access drug product information from over 10 global regions.

Access now

Mixture Products

Name	Ingredients	Dosage	Route	Labeller	Marketing Start	Marketing End	Region	Image
Vista Advanced AREDS2 Formula	Zeaxanthin (1 mg/966.47mg) + Ascorbic acid (250 mg/966.47mg) + Copper gluconate (1 mg/966.47mg) + Glutathione (25 mg/966.47mg) + Lutein (5 mg/966.47mg) + Selenium (0.0275 mg/966.47mg) + Vitamin E (137.5 mg/966.47mg)	Capsule	Oral	Red Wedding LLC	2020-09-01	Not applicable

Unapproved/Other Products

Name	Ingredients	Dosage	Route	Labeller	Marketing Start	Marketing End	Region	Image
Macuvex	Zeaxanthin (1 mg/1) + Ascorbic acid (250 mg/1) + Copper (1 mg/1) + Folic acid (1 mg/1) + Lutein (5 mg/1) + Zinc oxide (40 mg/1) + alpha-Tocopherol acetate (200 [iU]/1)	Capsule	Oral	Sterling-knight Pharmaceuticals,LLC	2014-11-16	2015-07-28
Macuzin	Zeaxanthin (2 mg/1) + Ascorbic acid (500 mg/1) + Copper (2 mg/1) + DL-alpha tocopheryl acetate (400 [iU]/1) + Folic acid (1 mg/1) + Lutein (10 mg/1) + Zinc oxide (80 mg/1)	Capsule	Oral	Sterling-Knight Pharmaceuticals, LLC	2015-04-30	2018-07-30
Ocuvel	Zeaxanthin (2 mg/1) + Ascorbic acid (500 mg/1) + Copper (2 mg/1) + Folic acid (1 mg/1) + Lutein (10 mg/1) + Zinc oxide (80 mg/1) + alpha-Tocopherol acetate (400 [iU]/1)	Capsule	Oral	Adler-Stern Pharmaceuticals, LLC	2014-11-05	Not applicable
Ocuvel	Zeaxanthin (1 mg/1) + Ascorbic acid (250 mg/1) + Copper (1 mg/1) + Folic acid (0.5 mg/1) + Lutein (5 mg/1) + Zinc oxide (40 mg/1) + alpha-Tocopherol acetate (200 [iU]/1)	Capsule	Oral	Adler-Stern Pharmaceuticals, LLC	2014-12-01	Not applicable
Tozal	Zeaxanthin (3 mg/31) + Ascorbic acid (452 mg/31) + Cholecalciferol (1000 [iU]/31) + Copper (1.6 mg/31) + Cyanocobalamin (100 ug/31) + Folic acid (1 mg/31) + Lutein (15 mg/31) + Omega-3 fatty acids (600 mg/31) + Pyridoxine hydrochloride (20 mg/31) + Taurine (400 mg/31) + Vitamin A palmitate (10000 [iU]/31) + Vitamin E (200 [iU]/31) + Zinc picolinate (40 mg/31)	Capsule, gelatin coated	Oral	Focus Laboratories, Inc.	2013-06-01	2015-07-15

Categories

Drug Categories

• Alkenes
• Biological Factors
• Carotenoids
• Cyclohexanes
• Cyclohexenes
• Cycloparaffins
• Hydrocarbons, Acyclic
• Pigments, Biological
• Polyenes
• Terpenes
• Xanthophylls

Chemical TaxonomyProvided by Classyfire

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Secondary alcohols / Hydrocarbon derivatives

Substituents

Alcohol / Aliphatic homomonocyclic compound / Hydrocarbon derivative / Organic oxygen compound / Organooxygen compound / Secondary alcohol / Xanthophyll

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

carotenol (CHEBI:27547) / C40 isoprenoids (tetraterpenes), Carotenoids (C06098) / C40 isoprenoids (tetraterpenes) (LMPR01070261)

Affected organisms

Not Available

Chemical Identifiers

UNII

CV0IB81ORO

CAS number

144-68-3

InChI Key

JKQXZKUSFCKOGQ-QAYBQHTQSA-N

InChI

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

IUPAC Name

(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

SMILES

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

References

General References

Not Available

External Links

Human Metabolome Database

HMDB0002789

KEGG Compound

C06098

PubChem Compound

5280899

PubChem Substance

347827933

ChemSpider

4444421

RxNav

39918

ChEBI

27547

ChEMBL

CHEMBL2359248

ZINC

ZINC000008220175

Wikipedia

Zeaxanthin

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">

Phase	Status	Purpose	Conditions	Count
3	Completed	Treatment	Age - Related Macular Degeneration (AMD) / Cataracts	1
2	Completed	Prevention	Nutrient Deficiency / Pregnancy Related	1
2	Completed	Treatment	NPDR - Non Proliferative Diabetic Retinopathy / Type 2 Diabetes Mellitus	1
1	Recruiting	Treatment	Metastatic Cancer / Metastatic Solid Neoplasm	1
1, 2	Terminated	Other	Glaucoma	1

Pharmacoeconomics

Manufacturers

Not Available

Packagers

Not Available

Dosage Forms

Form	Route	Strength
Capsule	Oral
Capsule, gelatin coated	Oral
Tablet	Oral
Capsule, liquid filled	Oral

Prices

Not Available

Patents

Not Available

Properties

State

Not Available

Experimental Properties

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.000649 mg/mL	ALOGPS
logP	8.3	ALOGPS
logP	8.35	Chemaxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	18.91	Chemaxon
pKa (Strongest Basic)	-0.79	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	2	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	40.46 Å2	Chemaxon
Rotatable Bond Count	10	Chemaxon
Refractivity	194.95 m3·mol-1	Chemaxon
Polarizability	73.47 Å3	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Predicted ADMET Features

Not Available

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0udi-2000190000-2cc8481518a353268253
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-014i-0132980000-32b6e1b8a8e7568ad024
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-016s-0106090000-05c0a22672bf46067112
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0j6s-0139260000-7452299e14bd8a4fc78c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-02bk-0133950000-83807e741889b1873d81
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0f9j-0389260000-92793d0366d8038fa764
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ina-0033900000-ea0f3e5fb3dac635c057

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å2)	Source type	Source
[M-H]-	324.8593396	predicted	DarkChem Lite v0.1.0
[M-H]-	324.1645396	predicted	DarkChem Lite v0.1.0
[M-H]-	324.0957396	predicted	DarkChem Lite v0.1.0
[M-H]-	261.269	predicted	DeepCCS 1.0 (2019)
[M+H]+	326.5805396	predicted	DarkChem Lite v0.1.0
[M+H]+	329.7005396	predicted	DarkChem Lite v0.1.0
[M+H]+	329.5139396	predicted	DarkChem Lite v0.1.0
[M+H]+	263.16443	predicted	DeepCCS 1.0 (2019)
[M+Na]+	324.7397396	predicted	DarkChem Lite v0.1.0
[M+Na]+	326.3775396	predicted	DarkChem Lite v0.1.0
[M+Na]+	324.7563396	predicted	DarkChem Lite v0.1.0
[M+Na]+	269.07205	predicted	DeepCCS 1.0 (2019)

×

Identify potential medication risks

Easily compare up to 40 drugs with our drug interaction checker.

Get severity rating, description, and management advice.

Learn more

Drug created at December 03, 2015 16:51 / Updated at June 12, 2020 16:53