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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

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

InChI key

KBPHJBAIARWVSC-RGZFRNHPSA-N

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
0000520746
0000520746
0000406647
0000406648
0000369011

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Lutein leads to a decrease of factor D secretion by cultured mature human adipocytes
Tian Y, et al.
Journal of Ophthalmology, 2015 (2015)
Characterisation of Carotenoids Involved in the Xanthophyll Cycle
Kuczynska P, et al.
Carotenoids, 1-1 (2017)
Extraction and purification of carotenoids from vegetables
Rebecca LJ, et al.
Journal of Chemical and Pharmaceutical Research, 6(4), 594-598 (2014)
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)
Hans Konrad Biesalski et al.
European journal of nutrition, 52 Suppl 1, 1-9 (2013-03-05)
Nutrients can be classified as either "essential" or "non-essential," the latter are also termed bioactive substances. Whereas the absence of essential nutrients from the diet results in overt deficiency often times with moderate to severe physiological decrements, the absence of
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