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G5923

Sigma-Aldrich

[8]-Gingerol

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Synonym(s):
(S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone, 8-Gingerol
Empirical Formula (Hill Notation):
C19H30O4
CAS Number:
23513-08-8
Molecular Weight:
322.44
Beilstein:
2059802
MDL number:
MFCD00877794
UNSPSC Code:
12352205
PubChem Substance ID:
329799947
NACRES:
NA.25

color

white to yellow

Quality Level

200

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CCCCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1

InChI

1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3/t16-/m0/s1

InChI key

BCIWKKMTBRYQJU-INIZCTEOSA-N

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Biochem/physiol Actions

[8]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Andreas Nievergelt et al.
Bioorganic & medicinal chemistry, 18(9), 3345-3351 (2010-04-07)
Animal studies suggest that ginger (Zingiber officinale Roscoe) reduces anxiety. In this study, bioactivity-guided fractionation of a ginger extract identified nine compounds that interact with the human serotonin 5-HT(1A) receptor with significant to moderate binding affinities (K(i)=3-20 microM). [(35)S]-GTP gamma
Zhufeng Wu et al.
The Journal of pharmacy and pharmacology, 67(4), 583-596 (2014-12-17)
To determine the reaction kinetics for regioselective glucuronidation of gingerols (i.e. 6-, 8- and 10-gingerol) by human liver microsomes and expressed UDP-glucuronosyltransferase (UGT) enzymes, and to identify the main UGT enzymes involved in regioselective glucuronidation of gingerols. The rates of
Wen Xu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 986-987, 69-84 (2015-02-25)
Gua-Lou-Gui-Zhi decoction (GLGZD) is a classical formula of traditional Chinese medicine, which has been commonly used to treat dysfunction after stroke, epilepsy and spinal cord injury. In this study, a systematic method was established for chemical profiling and quantification analysis

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