Zeaxanthin

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Zeaxanthin
Accession Number
DB11176
Type
Small Molecule
Groups
Approved, Investigational
Description

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.

Structure
Thumb
Synonyms
Not Available
External IDs
E 161H / E-161H(I) / INS NO.161H(I) / INS-161H(I)
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
MacuvexZeaxanthin (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)CapsuleOralSterling-knight Pharmaceuticals,LLC2014-11-162015-07-28Us
MacuzinZeaxanthin (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)CapsuleOralSterling-Knight Pharmaceuticals, LLC2015-04-302018-08-01Us
OcuvelZeaxanthin (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)CapsuleOralAdler-Stern Pharmaceuticals, LLC2014-11-05Not applicableUs
OcuvelZeaxanthin (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)CapsuleOralAdler-Stern Pharmaceuticals, LLC2014-12-01Not applicableUs
TozalZeaxanthin (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 coatedOralFocus Laboratories, Inc.2013-06-012015-07-15Us
Categories
UNII
CV0IB81ORO
CAS number
144-68-3
Weight
Average: 568.886
Monoisotopic: 568.428031043
Chemical Formula
C40H56O2
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0002789
KEGG Compound
C06098
PubChem Compound
5280899
PubChem Substance
347827933
ChemSpider
4444421
ChEBI
27547
ChEMBL
CHEMBL2359248
Wikipedia
Zeaxanthin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1, 2Unknown StatusTreatmentAge-Related Macular Degeneration (ARMD)1
2CompletedTreatmentNPDR - Non Proliferative Diabetic Retinopathy / Type 2 Diabetes Mellitus1
2Not Yet RecruitingSupportive CareNutrient Deficiency / Pregnancy Related1
3CompletedTreatmentAge-Related Macular Degeneration (ARMD) / Cataracts1
Not AvailableCompletedNot AvailableIdiopathic Juxtafoveal Telangiectasia1
Not AvailableCompletedSupportive CareAge Related Macular Degeneration (ARMD) / Cognition Disorders1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
CapsuleOral
Capsule, gelatin coatedOral
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000649 mg/mLALOGPS
logP8.3ALOGPS
logP8.35ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)18.91ChemAxon
pKa (Strongest Basic)-0.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity194.95 m3·mol-1ChemAxon
Polarizability73.47 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Xanthophyll / Secondary alcohol / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound / Alcohol / Aliphatic homomonocyclic compound
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
carotenol (CHEBI:27547) / C40 isoprenoids (tetraterpenes), Carotenoids (C06098) / C40 isoprenoids (tetraterpenes) (LMPR01070261)

Drug created on December 03, 2015 09:51 / Updated on November 02, 2018 07:07