Lutein B/Calthaxanthin/3'-Epilutein

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Lutein B/Calthaxanthin/3'-Epilutein are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Lutein B/Calthaxanthin/3'-Epilutein?

The molecule Lutein B/Calthaxanthin/3'-Epilutein presents a molecular formula of C₄₀H₅₆O₂ and its IUPAC name is (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4S)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol.

Lutein, also known as xanthophyll, is a yellow pigment found in fruits and vegetables. Lutein is a carotenoid, which means it is a fat-soluble pigment that belongs in the chloroplasts of plants. Lutein belongs in high concentrations in the macula, a small area in the center of the retina that is responsible for central vision. Lutein is also found in the lens of the eye..

Lutein is an important nutrient for eye health. It is thought to protect the eyes from damage by filtering out blue light and reducing oxidative stress. Lutein is also thought to play a role in maintaining healthy blood vessels in the eyes and preventing age-related macular degeneration (AMD)..

Cataracts are a clouding of the eye's lens. Lutein is thought to help prevent cataracts by protecting the lens from oxidative damage..

AMD is a degenerative disease of the retina that leads to vision loss. Lutein is thought to help prevent AMD by protecting the retina from oxidative damage and by maintaining healthy blood vessels in the eyes..

Lutein belongs in dark green, leafy vegetables such as spinach, kale, and collard greens. Lutein is also found in orange and yellow fruits and vegetables such as oranges, lemons, corn, and squash. Lutein belongs in small amounts in egg yolks and in animal fats..

Lutein supplements are available in capsules and tablets. The recommended dose of lutein is 6-20 mg per day..

3'-Epilutein is a carotenoid molecule found in the macula of the eye. 3'-Epilutein is structurally similar to lutein and is thought to have similar health benefits. 3'-Epilutein belongs in smaller amounts than lutein in the diet..

3'-Epilutein supplements are available in capsules. The recommended dose of 3'-epilutein is 6-20 mg per day..

3D structure

Cartesian coordinates

Geometry of Lutein B/Calthaxanthin/3'-Epilutein in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

Molecule descriptors

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

Reference codes for other databases

• CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
• Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
• ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
• PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
• RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
• ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
• CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

Physico-Chemical properties

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(K_ow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Ų are required. Thus, molecules with a polar surface area greater than 140 Ų tend to be poorly permeable to cell membranes.