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10-Gingerol

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10-Gingerol Basic information

Product Name:
10-Gingerol
Synonyms:
  • 10-GINGEROL, HPLC 98%
  • 10-GINGEROL
  • 5-HYDROXY-1-(4-HYDROXY-3-METHOXYPHENYL)-3-TETRADECANONE
  • (5S)-1-(3-Methoxy-4-hydroxyphenyl)-5-hydroxytetradecane-3-one
  • (5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
  • (S)-1-(3-Methoxy-4-hydroxyphenyl)-5-hydroxytetradecane-3-one
  • (S)-12-Oxo-14-(3-methoxy-4-hydroxyphenyl)tetradecane-10-ol
  • (5S)-5-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)tetradecan-3-one
CAS:
23513-15-7
MF:
C21H34O4
MW:
350.49
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • The group of Ginerols
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Miscellaneous Natural Products
Mol File:
23513-15-7.mol
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10-Gingerol Chemical Properties

Melting point:
56-58 °C
Boiling point:
499.7±35.0 °C(Predicted)
Density 
1.037±0.06 g/cm3(Predicted)
Flash point:
166℃
storage temp. 
2-8°C
solubility 
methanol: soluble5mg/mL, clear, colorless
pka
10.02±0.20(Predicted)
color 
Yellow
Water Solubility 
practically insoluble in water
InChIKey
AIULWNKTYPZYAN-SFHVURJKSA-N
LogP
4.900 (est)
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Safety Information

Risk Statements 
53
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29145019
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10-Gingerol Usage And Synthesis

Description

10-Gingerol is a phenol that has been found in Z. officinale and has diverse biological activities. It scavenges DPPH , superoxide, and hydroxyl radicals in cell-free assays (IC50s = 10.47, 1.68, and 1.35 μM, respectively) and inhibits oxidative burst induced by N-formyl-Met-Leu-Phe (fMLP; ) in isolated human polymorphonuclear (PMN) neutrophils when used at a concentration of 6 μM. 10-Gingerol inhibits NETosis and the production of reactive oxygen species (ROS) induced by LPS or lupus-relevant stimuli, including ribonucleoprotein-containing immune complexes and anti-phospholipid antibodies, in isolated human neutrophils. It is active against M. avium and M. tuberculosis (MICs = 25 and 50 μg/ml, respectively). 10-Gingerol (200 μM) is also cytotoxic to human MDA-MB-231 and MDA-MB-468 and murine 4T1 and EO771 mammary carcinoma cells.

Uses

(+)-(S)-[10]-Gingerol has been observed to exhibit anti-oxidant behaviour towards lipids and is effective in suppressing obesity and adipose tissue inflammation.

Definition

ChEBI: (10)-Gingerol is a beta-hydroxy ketone, a member of phenols and a monomethoxybenzene.

Biochem/physiol Actions

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

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