Synonym: (3S,3′S,5R,5′R,6S,6′S)-5,6:5′,6′-Diepoxy-5,5′,6,6′-tetrahydro-β,β-carotene-3,3′-diol
CAS Number: 126-29-4
Empirical Formula (Hill Notation): C40H56O4
Molecular Weight: 600.87
MDL Number: MFCD00075896
Linear Formula: C40H56O4
Product Type: Chemical
| λ |
in ethanol |
| assay |
≥90.0% (HPLC) |
| form |
solid |
| InChI |
1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1 |
| InChI key |
SZCBXWMUOPQSOX-WVJDLNGLSA-N |
| Quality Level |
100  |
| SMILES string |
CC(/C=C/[C@@]12[C@](C)(O2)C[C@@H](O)CC1(C)C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C=C[C@]34C(C)(C)C[C@H](O)C[C@]3(O4)C)C |
| storage temp. |
−20°C |
| UV absorption |
λ: 438-442 nm Amax |
| Application: |
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. |
| 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. |
| Biochem/physiol Actions: |
Violaxanthin is a powerful antioxidant and a vital precursor to important compounds like fucoxanthin and β-damascenone. It is a non-photochemical fluorescence quenching structural component of the xanthophyll cycle that shields the photosynthetic system from excessive light. The 2,2′-azinobis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS+) radical scavenging action of violaxanthin extracted from water spinach/water morning glory is strong, and it also inhibits lipid peroxidation and red blood cell hemolysis. Hence, it has the potential to be used in a wide range of medicinal and health products. |
| General description: |
Violaxanthin is an epoxidized carotenoid obtained from plants. It is an orange-colored natural xanthophyll pigment. |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥90.0% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352202 |
