Identification | Back Directory | [Name]
10-Gingerol | [CAS]
23513-15-7 | [Synonyms]
10-GINGEROL GINGEROL, 10- 10-Gingerol ,98% (+)-(S)-[10]-Gingerol 10-GINGEROL, HPLC 98% 10-Gingerol USP/EP/BP [10]-Gingerol Standard 10]-Gingerol >=95% (HPLC) 10-Gingerol, 98%, from Zingiber officinale Roscoe 5-hydroxy-1-(4-hydroxy-3-Methoxyphenyl)tetradecan-3-one 5-HYDROXY-1-(4-HYDROXY-3-METHOXYPHENYL)-3-TETRADECANONE (S)-12-Oxo-14-(3-methoxy-4-hydroxyphenyl)tetradecane-10-ol (S)-5-hydroxy-1-(4-hydroxy-3-Methoxyphenyl)tetradecan-3-one (s)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one (5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone (S)-1-(3-Methoxy-4-hydroxyphenyl)-5-hydroxytetradecane-3-one (5S)-1-(3-Methoxy-4-hydroxyphenyl)-5-hydroxytetradecane-3-one (5S)-5-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)tetradecan-3-one 3-Tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)- | [Molecular Formula]
C21H34O4 | [MDL Number]
MFCD01682694 | [MOL File]
23513-15-7.mol | [Molecular Weight]
350.49 |
Chemical Properties | Back Directory | [Melting point ]
56-58 °C | [Boiling point ]
499.7±35.0 °C(Predicted) | [density ]
1.037±0.06 g/cm3(Predicted) | [Fp ]
166℃ | [storage temp. ]
2-8°C | [solubility ]
methanol: soluble5mg/mL, clear, colorless | [form ]
neat | [pka]
10.02±0.20(Predicted) | [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) |
Hazard Information | Back Directory | [Description]
10-Gingerol is a phenol that has been found in Z. officinale and has diverse biological activities.1,2,3,4 It scavenges DPPH (Item No. 14805), 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; Item No. 21495) in isolated human polymorphonuclear (PMN) neutrophils when used at a concentration of 6 μM.1 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.2 It is active against M. avium and M. tuberculosis (MICs = 25 and 50 μg/ml, respectively).3 10-Gingerol (200 μM) is also cytotoxic to human MDA-MB-231 and MDA-MB-468 and murine 4T1 and EO771 mammary carcinoma cells.4 | [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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