(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol

(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol Basic information
Product Name:(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol
Synonyms:(3S,3'R,5R,6S,9Z)-5,6-Epoxy-5,6-dihydro-β,β-carotene-3,3'-diol;(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol;Antherxanthin;cis-Antheraxanthin;β,β-Carotene-3,3'-diol, 5,6-epoxy-5,6-dihydro-, (3S,3'R,5R,6S,9-cis)-
CAS:68831-78-7
MF:C40H56O3
MW:584.89
EINECS:
Product Categories:
Mol File:68831-78-7.mol
(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol Structure
(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol Chemical Properties
Boiling point 708.6±60.0 °C(Predicted)
density 1.055±0.06 g/cm3(Predicted)
pka14.86±0.70(Predicted)
Safety Information
MSDS Information
(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol Usage And Synthesis
UsesAntheraxanthin is a carotenoid pigment in the xanthophyll-cycle. Antheraxanthin levels were found to be higher in plants during depressions of photosystem II (PSII) efficiency.
DefinitionChEBI: Antheraxanthin is an epoxycarotenol that is beta-carotene-3,3'-diol in which one of the one of the endocyclic double bonds has been oxidised to the corresponding epoxide. It is a neutral yellow plant pigment found in Euglenophyta. It has a role as a biological pigment, a plant metabolite and a marine metabolite.
Purification MethodsLikely impurities are violaxanthin (see later) and mutatoxanthin (which contains a dihydrofuran ring derived from the epoxy group of antheraxanthin). Purify it by chromatography on columns of Ca(OH)2 and of ZnCO3. It crystallises from *C6H6/MeOH as needles or thin plates. Store it in the dark, under N2 or Ar at -20o. In CHCl3/SbCl2 it gives a blue colour with max at 587nm and gives a stable blue colour with conc HCl. [Karrer & Oswald Helv Chim Acta 18 1303 1935, Karrer & Jucker Helv Chim Acta 28 300
(9Z)-5α,6α-Epoxy-5,6-dihydro-β,β-carotene-3β,3'β-diol Preparation Products And Raw materials
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