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Merck

X6250

Xanthophyll

from marigold

Synonym(s):

α-Carotene-3,3′-diol, β, ε-carotene, β, ε-carotene-3,3′-diol, Lutein

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About This Item

Empirical Formula (Hill Notation):
C40H56O2
CAS Number:
127-40-2
Molecular Weight:
568.87
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
24902152
EC Number:
204-840-0
Beilstein/REAXYS Number:
2068547
MDL number:
MFCD08435941

Key Documents

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Product Name

Xanthophyll, from marigold

InChI key

KBPHJBAIARWVSC-RGZFRNHPSA-N

InChI

1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1

SMILES string

CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C)\C=C\C=C(C)\C=C\[C@H]2C(C)=C[C@H](O)CC2(C)C

biological source

marigold

form

powder

color

orange to brown

shipped in

dry ice

storage temp.

−70°C

Quality Level

200

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Analysis Note

Minimum 70% total carotenoids as xanthophyll.

Application

Xanthophyll has been used:
  • to quantify circulating lutein in birds
  • to study its effect on the synthesis of factor D (FD) by adipocytes
  • for the quantification of carotenoids from the leaves of Brassica oleracea

Biochem/physiol Actions

Dietary carotenoid with no vitamin A potency. Increases macular pigment concentration in the eye and may improve visual function.
Xanthophyll/Lutein functions as an accessory light-harvesting pigment. It also acts as quenchers of singlet oxygen and chlorophyll triplet states to exhibit protection against photooxidative damage. Xanthophyll is involved in photosynthesis. It has antioxidant properties.

General description

Xanthophylls are oxygenated derivatives of carotenoids. It consists of oxygen atoms. Xanthophylls are yellow pigments and are found majorly in the leaves of most green plants.

Packaging

Dry powder packed under Argon.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
108M4176V
057M4006V
14180609
028M4063V
14160913

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Effect of green juice and their bioactive compounds on genotoxicity induced by alkylating agents in mice
Fagundes GE, et al.
Journal of Toxicology and Environmental Health. Part A, 80(13-15), 756-766 (2017)
Carotenoids, birdsong and oxidative status: administration of dietary lutein is associated with an increase in song rate and circulating antioxidants (albumin and cholesterol) and a decrease in oxidative damage
Casagrande S, et al.
PLoS ONE, 9(12), e115899-e115899 (2014)
Lutein leads to a decrease of factor D secretion by cultured mature human adipocytes
Tian Y, et al.
Journal of Ophthalmology, 2015 (2015)
Extraction and purification of carotenoids from vegetables
Rebecca LJ, et al.
Journal of Chemical and Pharmaceutical Research, 6(4), 594-598 (2014)
José Ignacio García-Plazaola et al.
Photosynthesis research, 113(1-3), 89-103 (2012-07-10)
Thermal dissipation of excitation energy is a fundamental photoprotection mechanism in plants. Thermal energy dissipation is frequently estimated using the quenching of the chlorophyll fluorescence signal, termed non-photochemical quenching. Over the last two decades, great progress has been made in
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