10-Gingerol
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
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)
- form
- Solid
- color
- Yellow
- Water Solubility
- practically insoluble in water
- InChI
- InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1
- InChIKey
- AIULWNKTYPZYAN-SFHVURJKSA-N
- SMILES
- C(C1=CC=C(O)C(OC)=C1)CC(=O)C[C@@H](O)CCCCCCCCC
- LogP
- 4.900 (est)
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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10-Gingerol(23513-15-7)Related Product Information
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