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Merck

72723

Supelco

Fucoxanthinol

analytical standard

Synonym(s):

all-trans-Fucoxanthinol

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About This Item

Empirical Formula (Hill Notation):
C40H56O5
CAS Number:
Molecular Weight:
616.87
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

Pricing and availability is not currently available.

grade

analytical standard

Quality Level

Assay

≥97.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

format

neat

storage temp.

−20°C

SMILES string

C/C(C=C=C1C(C)(C)C[C@H](O)C[C@]1(O)C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C(C[C@@]2(O3)[C@@]3(C)C[C@@H](O)CC2(C)C)=O

InChI

1S/C40H56O5/c1-28(17-13-18-30(3)21-22-35-36(5,6)23-32(41)25-38(35,9)44)15-11-12-16-29(2)19-14-20-31(4)34(43)27-40-37(7,8)24-33(42)26-39(40,10)45-40/h11-21,32-33,41-42,44H,23-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+/t22-,32-,33-,38+,39+,40-/m0/s1

InChI key

NZEPSBGUXWWWSI-VOPPYBPXSA-N

General description

Fucoxanthinol belongs to the class of carotenoids. It is the primary metabolite of fucoxanthin, a major marine carotenoid isolated from edible brown seaweeds such as Undaria pinnatifida, Hijikia fusiformis, Laminaria japonica and Sargassum fulvellum with various biological functions. Fucoxanthinol is a compound of significant interest as it exhibits various physiological effects. It is a chemotherapeutic agent that is known to inhibit the growth of human colorectal cancer cells.[1][2][3]

Application

Fucoxanthinol may be used as an analytical reference standard for the determination of the analyte in rat plasma by chromatography-based techniques.[1][4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Fucoxanthin and its metabolite, fucoxanthinol, suppress adipocyte differentiation in 3T3-L1 cells
Maeda H, et al.
International Journal of Molecular Medicine, 18(1), 147- 152 (2006)
Determination of fucoxanthinol in rat plasma by liquid chromatography-tandem mass spectrometry
Zhang Y, et al.
Journal of Pharmaceutical and Biomedical Analysis, 164(3), 155- 163 (2019)
Simultaneous determination of fucoxanthin and its deacetylated metabolite fucoxanthinol in rat plasma by liquid chromatography-tandem mass spectrometry
Zhang , et al.
Marine drugs, 13(10), 6521- 6536 (2015)
Anticancer effects of fucoxanthin and fucoxanthinol on colorectal cancer cell lines and colorectal cancer tissues
Takahashi K, et al.
Oncology Letters, 10(3), 1463- 1467 (2015)

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