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ChemicalBook--->CAS DataBase List--->126-29-4

126-29-4

126-29-4 Structure

126-29-4 Structure
IdentificationBack Directory
[Name]

VIOLAXANTHIN
[CAS]

126-29-4
[Synonyms]

VIOLAXANTHIN
Violoxanthin
ZEAXANTHIN DIEPOXIDE
all-trans-Violaxanthin
trans-ViolaxanthinDiscontinued See V634510
Violoxanthin - 0.897 mg/L solution in ethanol
5α,6α:5'α,6'α-Bisoxy-5,5',6,6'-tetrahydro-β,β-carotene-3β,3'β-diol
5α,6α:5'α,6'α-Bisoxy-5,5',6,6'-tetrahydro-β,β-carotene-3β,3β'-diol
(3S,3'S,5R,5'R,6S,6'S,9E)-5,6:5',6'-Bisepoxy-5,5',6,6'-tetrahydro-β,β-carotene-3,3'-diol
β,β-Carotene-3,3'-diol, 5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-, (3S,3'S,5R,5'R,6S,6'S)-
(1R,3S,6S)-6-[18-[(1R,3S,6S)-3-hydroxy-1,5,5-trimethyl-7-oxabicyclo[4.1.0]hept-6-yl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
(1S,4S,6R)-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-4-ol
(1S,4S,6R)-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-4-ol
[Molecular Formula]

C40H56O4
[MDL Number]

MFCD00075896
[MOL File]

126-29-4.mol
[Molecular Weight]

600.87
Chemical PropertiesBack Directory
[Melting point ]

200°
[alpha ]

20Cd +35° (c = 0.08 in chloroform)
[Boiling point ]

570.8°C (rough estimate)
[density ]

0.9826 (rough estimate)
[refractive index ]

1.4760 (estimate)
[storage temp. ]

-70°C
[solubility ]

Chloroform, Ethyl Acetate
[form ]

Orange Brown Soild
[pka]

14.56±0.70(Predicted)
[λmax]

λ: 438-442 nm Amax
[BRN ]

101269
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29419090
Hazard InformationBack Directory
[Uses]

trans-Violaxanthin, is a Carotenoid dye. It is a natural xanthophyll pigment with an orange color found in a variety of plants including pansies. It is approved to be used as a food additive and food coloring.
[Uses]

Violaxanthin has been used as a standard/control in high-pressure liquid chromatography (HPLC) analysis of pigment extracts to confirm the high-level astaxanthin accumulation suspected from the visual phenotype of?Nt-AXT plants.
[Definition]

ChEBI: All-trans-violaxanthin is the all-trans-stereoisomer of violaxanthin. It has a role as a food colouring.
[General Description]

Violaxanthins are natural pigmented constituents or carotenoids present in most fruits and vegetables.
[Biochem/physiol Actions]

Violaxanthin is a carotene epoxide that is a precursor to capsanthin. It is one of three xanthophylls involved in the evolution of plastids of green plants (oxygen evolution) and participating in photo-induced interconversions known as the violaxanthin cycle. The cleavage of 9-cis-epoxycarotenoids (violaxanthin) to xanthoxin is the key regulatory step of abscisic acid biosynthesis.
[Purification Methods]

Also purify it by column chromatography, and the purity is checked by TLC (see -carotene). It has at 415, 440 and 469nm. [Kuhn & Winterstein Ber 64 326 1931, Karrer et al. max Helv Chim Acta 14 1044 1931, Absolute Config: Bartlett et al. J Chem Soc (C) 2527 1969, Beilstein 19 III/IV 1139.]
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