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Fucoxanthinol

analytical standard

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Synonym(s):
all-trans-Fucoxanthinol
Empirical Formula (Hill Notation):
C40H56O5
CAS Number:
7176-02-5
Molecular Weight:
616.87
MDL number:
MFCD18071622
UNSPSC Code:
85151701
PubChem Substance ID:
329764308
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

Related Categories

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.

Application

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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