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ChemicalBook--->CAS DataBase List--->23513-15-7

23513-15-7

23513-15-7 Structure

23513-15-7 Structure
IdentificationBack 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 PropertiesBack 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)
Safety DataBack Directory
[Risk Statements ]

53
[Safety Statements ]

24/25
[WGK Germany ]

3
[HS Code ]

29145019
Hazard InformationBack Directory
[Description]

10-Gingerol is a phenol that has been found in Z. officinale and has diverse biological activities. 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. 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.
Spectrum DetailBack Directory
[Spectrum Detail]

10-Gingerol(23513-15-7)1HNMR
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