SMB00311

Sigma-Aldrich

Shogaol

≥90% (HPLC)

Synonym(s):
[6]-Shogaol, (6)-Shogaol, 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
Empirical Formula (Hill Notation):
C17H24O3
CAS Number:
Molecular Weight:
276.37
Beilstein/REAXYS Number:
2056098
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥90% (HPLC)

form

liquid

storage temp.

2-8°C

SMILES string

CCCCC\C=C\C(=O)CCc1ccc(O)c(OC)c1

InChI

1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+

InChI key

OQWKEEOHDMUXEO-BQYQJAHWSA-N

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General description

Shogaol is a pungent constituent of ginger that has been analyzed for its anti-inflammatory and antioxidant functions. Shogaol is formed from gingerols during the processing and storage of ginger. Shogaol has been shown to induce cell death in a variety of cancer cells.

Packaging

50 mg in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Qinghe Han et al.
Oncotarget, 8(26), 42001-42006 (2017-04-15)
6-Shogaol, a pungent agent isolated from Zingiber officinale Roscoe, has been known to have anti-tumor and anti-inflammatory effects. However, the anti-inflammatory effects and biological mechanism of 6-Shogaol in LPS-activated BV2 microglia remains largely unknown. In this study, we evaluated the...
Lingli Yang et al.
International journal of molecular sciences, 21(10) (2020-05-21)
Skin is a major target of oxidative stress. Increasing evidence suggests that oxidative stress is the cause of melanocyte disappearance in vitiligo, which is an acquired pigmentary skin disorder characterized by patches of skin that have lost pigmentation. New herbal...
Jin-Hyung Lee et al.
Frontiers in cellular and infection microbiology, 8, 299-299 (2018-09-14)
Candida albicans is an opportunistic pathogen and responsible for candidiasis. C. albicans readily forms biofilms on various biotic and abiotic surfaces, and these biofilms can cause local and systemic infections. C. albicans biofilms are more resistant than its free yeast...
H-R Kim et al.
Journal of applied microbiology, 130(4), 1142-1153 (2020-09-28)
This study aimed to assess the antifungal and anti-biofilm effects of 6-shogaol against Candida auris using in vitro phenotypic and genotypic analyses. Our results showed that 6-shogaol exhibited antifungal as well as anti-biofilm activity by inhibiting biofilm formation and eradicating...
Ali Ghasemzadeh et al.
Molecules (Basel, Switzerland), 23(7) (2018-07-07)
Gingerols and shogaols are compounds found in ginger (Zingiber officinale Roscoe); shogaols are found in lower concentration than gingerols but exhibit higher biological activities. This work studied the effects of different drying methods including open sun drying (OSD) solar tunnel...

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