32449-88-0

Basic information

• Product Name: (3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol
• Synonyms: (3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol
• CAS NO: 32449-88-0
• Molecular Formula: C₄₀H₅₆O₂
• Molecular Weight: 568.87
• Mol File: 32449-88-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 702.3±60.0 °C(Predicted)
• Appearance: /
• Density: 1.004±0.06 g/cm3(Predicted)
• PKA: 14.61±0.70(Predicted)
• CAS DataBase Reference: (3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol(32449-88-0)
• EPA Substance Registry System: (3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol(32449-88-0)

Safety Data

• Hazardous Substances Data: 32449-88-0(Hazardous Substances Data)

Usage

Description

(3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol is a carotenoid compound with the molecular formula C40H56O2. It is a stereoisomer of beta-carotene, sharing the same chemical formula but with a distinct spatial arrangement of atoms. This specific carotene exists in the cis form, characterized by the orientation of substituent groups across a double bond. It possesses antioxidant properties and plays a crucial role in the synthesis of vitamin A and the production of retinal, a molecule essential for vision.

Uses

Used in Nutritional Supplements:
(3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol is used as a nutritional supplement to support the synthesis of vitamin A in the body. Its antioxidant properties also contribute to overall health and well-being.
Used in Food Industry:
In the food industry, (3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol is used as a natural colorant to enhance the appearance of various products. Its presence in fruits and vegetables also contributes to their vibrant colors and nutritional value.
Used in Pharmaceutical Industry:
(3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol is utilized in the pharmaceutical industry for its potential health benefits, including its role in vision and immune system support. It may also be used in the development of treatments for certain health conditions related to vitamin A deficiency or antioxidant needs.
Used in Cosmetic Industry:
In the cosmetic industry, (3R,3'R,6'R,13-cis)-b,e-Carotene-3,3'-diol is employed for its antioxidant properties, which can help protect the skin from environmental damage and promote a healthy complexion.

Upstream product

• 127-40-2 lutein 
• 23984-55-6 (3R,6'R)-3-hydroxy-β,ε-caroten-3'-one 

Downstream Products

• 23984-55-6 (3R,6'R)-3-hydroxy-β,ε-caroten-3'-one 

Relevant articles and documents

Combination of carotenoids and epi-lutein

The invention describes the preparation and use of carotenoid and epi-lutein compositions to treat various ocular diseases.

Process for Synthesis of (3R,3'R,6'R)-Lutein and its Stereoisomers

(3R,3′R,6′R)-Lutein and (3R,3′R)-zeaxanthin are two dietary carotenoids that are present in most fruits and vegetables commonly consumed in the US. These carotenoids accumulate in the human plasma, major organs, and ocular tissues. In the past decade, numerous epidemiological and experimental studies have shown that lutein and zeaxanthin play an important role in the prevention of age-related macular degeneration (AMD) that is the leading cause of blindness in the U.S. and Western World. The invention provides a process for the synthesis of (3R,3′R,6′R)-lutein and its stereoisomers from commercially available (rac)-α-ionone by a C15+C10+C15 coupling strategy. In addition, the present invention also provides access to the precursors of optically active carotenoids with 3-hydroxy-ε-end group that are otherwise difficult to synthesize. The process developed for the synthesis of lutein and its stereoisomers is straightforward and has potential for commercialization.

Confirmation of the absolute (3R,3′S,6′R)-configuration of (all-E)-3′-epilutein

Circular dichroism (CD) spectroscopy was used to distinguish between the isomeric (all-E)-configured 3′-epilutein (2) and 6′-epilutein (8) to establish the absolute configuration of epilutein samples of different (natural and semisynthetic) origin, including samples of 2 obtained from thermally processed sorrel. Thus, the CD data of lutein (1) and epilutein samples (2) were compared. Our results unambiguously confirmed the (3R,3′S,6′R)- configuration of all epilutein samples. Compound 2 was thoroughly characterized, and its 13C-NMR data are published herewith for the first time.