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SML2036

Sigma-Aldrich

Gigantol

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H18O4
CAS Number:
Molecular Weight:
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

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.

Storage Class Code

11 - Combustible Solids

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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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
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
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
Napachanok Mongkoldhumrongkul Swainson et al.
Heliyon, 9(9), e20197-e20197 (2023-10-09)
Orchidaceae are diverse plants whose bioactive compounds have various biological activities. New hybrids of Dendrobium have been generated to gain characteristics shared with their ancestors. Dendrobium Pearl Vera (designated as DH) is derived from parents used for dermatological treatments and

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