80713-42-4

Basic information

• Product Name: rac-3-Hydroxy-4-oxo-12'-apo-β-carotin-12'-al
• CAS NO: 80713-42-4
• Molecular Weight: 380.527
• Mol File: 80713-42-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: rac-3-Hydroxy-4-oxo-12'-apo-β-carotin-12'-al(CAS DataBase Reference)
• NIST Chemistry Reference: rac-3-Hydroxy-4-oxo-12'-apo-β-carotin-12'-al(80713-42-4)
• EPA Substance Registry System: rac-3-Hydroxy-4-oxo-12'-apo-β-carotin-12'-al(80713-42-4)

Safety Data

• Hazardous Substances Data: 80713-42-4(Hazardous Substances Data)

Upstream product

• 5056-17-7 (2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial 
• 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 
• 472-61-7 (3RS,3'RS)-Astaxanthin 

Relevant articles and documents

Analysis of palmitoyl apo-astaxanthinals, apo-astaxanthinones, and their epoxides by UHPLC-PDA-ESI-MS

Food products enriched with fatty acid-esterified xanthophylls may result in deviating dietary apo-carotenoids. Therefore, free astaxanthin and its mono- and dipalmitate esters were subjected to two degradation processes in a methanolic model system: light-accelerated autoxidation and hypochlorous acid/hypochlorite (HOCl/OCl-) bleaching. Reversed phase ultrahigh-performance liquid chromatography photodiode array with in-line electrospray ionization mass spectrometry (RP-UHPLC-PDA-ESI-MS) was used for assessment of degradation products. Apo-astaxanthinals and -astaxanthinones containing 3 (apo-9) to 10 (apo-8′) conjugated double bonds were found upon autoxidation for all three types of astaxanthin (except free apo-8′-astaxanthinal). Fragmentation of [M + H]+ and [M + Na]+ parent masses of apo-astaxanthins from dipalmitate astaxanthin indicated palmitate esterification. Astaxanthin monopalmitate degradation resulted in a mixture of free and palmitate apo-astaxanthins. HOCl/OCl- rapidly converted the astaxanthins into a mixture of epoxy-apo-9- and epoxy-apo-13-astaxanthinones. The palmitate ester bond was hardly affected by autoxidation, whereas for HOCl/OCl- the ester bond of the apo-astaxanthin palmitoyl esters was degraded.

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.