71772-51-5

Basic information

• Product Name: (3R,3)-all-trans-Astaxanthin
• Synonyms: (3R,3)-all-trans-Astaxanthin
• CAS NO: 71772-51-5
• Molecular Formula: C₄₀H₅₂O₄
• Molecular Weight: 596.85
• Mol File: 71772-51-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R,3)-all-trans-Astaxanthin(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,3)-all-trans-Astaxanthin(71772-51-5)
• EPA Substance Registry System: (3R,3)-all-trans-Astaxanthin(71772-51-5)

Safety Data

• Hazardous Substances Data: 71772-51-5(Hazardous Substances Data)

Usage

Uses

Used in Dietary Supplements:
(3R,3)-all-trans-Astaxanthin is used as a dietary supplement for its health benefits, including its antioxidant properties, which help protect cells from oxidative damage and reduce inflammation.
Used in Food Industry:
(3R,3)-all-trans-Astaxanthin is used as a food additive for its color and potential health benefits, enhancing the appearance and nutritional value of various products.
Used in Skin Health Applications:
(3R,3)-all-trans-Astaxanthin is used as a skincare ingredient for its potential role in promoting skin health, due to its antioxidant properties and ability to protect cells from oxidative damage.
Used in Eye Health Applications:
(3R,3)-all-trans-Astaxanthin is used as a supplement for eye health, as it has been studied for its potential role in promoting ocular health and reducing the risk of age-related eye diseases.
Used in Cardiovascular Health Applications:
(3R,3)-all-trans-Astaxanthin is used as a supplement for cardiovascular health, as it has been associated with benefits such as reducing inflammation and protecting cells from oxidative damage, which can contribute to heart health.

Upstream product

• 5056-17-7 (2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial 
• 80736-53-4 (3S)-3-Hydroxy-12'-apo-β-carotin-12'-al 
• 80713-45-7 7-(5,5-Dimethyl-1,3-dioxan-2-yl)-2,7-dimethyl-2,4,6-octatrienal 
• 209615-09-8 2,2'-(1,6-Dimethyl-1,3,5-hexatrienylen)bis(5,5-dimethyl-1,3-dioxan) 
• 7542-45-2 3,3'-dihydroxy-β,β-carotene-4,4'-dione 
• 144-68-3 lutein 

Downstream Products

• 34026-74-9 astacene 
• 64809-43-4 apo-11-astaxanthinal 
• 80713-42-4 rac-3-Hydroxy-4-oxo-12'-apo-β-carotin-12'-al 
• 74285-61-3 (+/-)-3-Hydroxy-4-oxo-β-jonon 

Relevant articles and documents

A simple and efficient method for the partial synthesis of pure (3R,3’s)-astaxanthin from (3R,3’r,6’r)-lutein and lutein esters via (3R,3’s)-zeaxanthin and theoretical study of their formation mechanisms

Carotenoids are natural compounds that have important roles in promoting and maintaining human health. Synthetic astaxanthin is a highly requested product by the aquaculture industry, but natural astaxanthin is not. Various strategies have been developed

METHODS FOR SYNTHESIS OF CHIRAL INTERMEDIATES OF CAROTENOIDS, CAROTENOID ANALOGS, AND CAROTENOID DERIVATIVES

A method used for synthesizing intermediates for use in the synthesis of carotenoids and carotenoid analogs, and/or carotenoid derivatives. In some embodiments, the invention includes methods for synthesizing optically active intermediates useful for the synthesis of optically active carotenoids.

Synthese von optisch aktiven, natuerlichen Carotinoiden und strukturell verwandten Naturprodukten. IX. Synthese von (3R)-Hydroxyechinenon, (3R,3'R)- und (3R,3'S)-Adonixanthin, (3R)-Adonirubin, deren optischen Antipoden und verwandten Verbindungen

The synthesis of racemic and optically active hydroxyechinenone (12-14), adonixanthin (16-19), adonirubin (22-24), meso-astaxanthin (26) and their corresponding diosphenols (15, 20, 21, 25, 27, 28, and 29) by Wittig reaction is reported, starting from suitable C15-phosphonium salts and C10-aldehydes.

Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus Oxo-isophoron. I. Modifizierung der Kienzle-Mayer-Synthese von (3S,3'S)-Astaxanthin

An efficient synthesis of (3S,3'S)-astaxanthin (1a) in high yield and optical purity starting from (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone (4) is reported.The absolute configuration of 1a, previously derived from ORD. data, has been confirmed by X-ray analysis of 5, a derivate of 6-oxo-isophorone (2).The key features of the improved synthesis are the two-step conversion of 4 to the key intermediate (4S)-2,6,6-trimethyl-4-hydroxy-2-cyclohexen-1-one (14), a new method for the partial reduction of the sterically hindered triple bond of (S)-6-hydroxy-3-(5-hydroxy-3-methyl-3-penten-1-ynyl)-2,4,4-trimethyl-2-cyclohexen-1-one (32), and Wittig olefination of the dialdehyde 1,6-dimethyl-1,3,5-octatrienedial (38) using phosphonium salt 37 with a free hydroxyl group.

Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus 6-Oxo-isophoron. II. Ein neues Konzept fuer die Synthese von (3RS,3'RS)-Astaxanthin

Starting from 6-oxo-isophorone (2) a new concept for a seven-step synthesis of (3RS,3'RS)-astaxanthin (1) has been developed.As a key feature of the new approach, the oxidation state of astaxanthin (1) is adjusted already at an early stage of the synthesis.Thus, manipulation on more complex intermediates later in the synthesis is reduced to a minimum.Acetonide 10 or dimer 13 represent the key intermediates of this concept (Scheme 2).The whole sequence has been run on a kg scale with an overall yield of 52percent (s.Scheme 5).

Beitrag zur Analytik und Synthese von 3-Hydroxy-4-oxocarotinoiden

(3RS,3'RS)-Astaxanthin (=3,3'-dihydroxy-β,β-carotene-4,4'-dione, 1:1-mixture of racemate and meso-form; 1) can be separated into its optical isomers (3S,3'S)-1a, (3R,3'R)-1b and meso-(3R,3'S)-1c via the corresponding diastereomeric di-(-)-camphanates.Some aspects of the configurational stability of astaxanthin are discussed. - HPLC. analysis of the (-)-camphanates of 3-hydroxy-4-oxocarotenoids provides, in suitable cases and supported by spectroscopic data, an analytical method for the simultaneous determination of constitution and chiralty.