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MilliporeSigma

SML2036

Sigma-Aldrich

Gigantol

≥98% (HPLC)

Sinónimos:

5-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-2-methoxyphenol, CID 3085362

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About This Item

Fórmula empírica (notación de Hill):
C16H18O4
Número de CAS:
Peso molecular:
274.31
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

oil

color

colorless to light brown

storage temp.

2-8°C

SMILES string

O(C)c1c(cc(cc1)CCc2cc(cc(c2)O)OC)O

InChI

1S/C16H18O4/c1-19-14-8-12(7-13(17)10-14)4-3-11-5-6-16(20-2)15(18)9-11/h5-10,17-18H,3-4H2,1-2H3

InChI key

SDXKZPQOVUDXIY-UHFFFAOYSA-N

Biochem/physiol Actions

Gigantol is a bibenzyl compound isolated from Dendrobium orchids (Dendrobium aphyllum, Dendrobium draconis, Dendrobium aurantiacum, etc.) that exhibits potent cytotoxic activity against several cancer cell lines. It inhibits the migratory behavior of non-small cell lung cancer cells. Gigantol inhibits galactose-induced formation of cataracts through repression of the gene expression and activity of AR and iNOS.
potent cytotoxic agent isolated from Dendrobium orchids.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Pornprom Klongkumnuankarn et al.
Evidence-based complementary and alternative medicine : eCAM, 2015, 350410-350410 (2015-02-17)
Chromatographic separation of a methanol extract prepared from the whole plant of Dendrobium brymerianum led to the isolation of eight phenolic compounds. Among the isolated compounds (1-8), moscatilin (1), gigantol (3), lusianthridin (4), and dendroflorin (6) showed appreciable cytotoxicity against
Huanhuan Chen et al.
Oncology reports, 37(2), 865-870 (2016-12-14)
Gigantol is a phenolic substance extracted from plants in the genus Dendrobium and used in traditional Chinese medicine. In the present study, we aimed to investigate the growth inhibition and apoptotic effects of gigantol on human liver cancer cells through
Sopanya Charoenrungruang et al.
Journal of natural products, 77(6), 1359-1366 (2014-05-23)
Lung cancer is one of the most common causes of cancer death due to its high metastasis potential. The process of cancer migration is an early step that is required for successful metastasis. The discovery and development of natural compounds

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