23513-15-7 Usage
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.
Biochem/physiol Actions
[10]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.
Check Digit Verification of cas no
The CAS Registry Mumber 23513-15-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,5,1 and 3 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 23513-15:
(7*2)+(6*3)+(5*5)+(4*1)+(3*3)+(2*1)+(1*5)=77
77 % 10 = 7
So 23513-15-7 is a valid CAS Registry Number.
InChI:InChI=1/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
23513-15-7Relevant articles and documents
METHOD FOR PREPARING HIGHLY ENANTIO-ENRICHED GINGEROLS
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Paragraph 0111-0116; 0133, (2019/12/25)
Disclosed is a method for preparing a chiral Gingerol compound. To prepare the chiral Gingerol compound, a racemic Gingerol compound is treated with kinetic resolution in the presence of a chiral catalyst compound and an alkali metal fluoride so a chiral Gingerol compound with high optical purity can be prepared. An oligo ethylene glycol-derived compound including an oligo ethylene glycol functional group, a basic part, and a hydroxy functional group of a binol derivative, an acidic part, can be used as a chiral catalyst compound.COPYRIGHT KIPO 2020
An Efficient Enantioselective Synthesis of Natural Gingerols, the Active Principles of Ginger
Ramesh Reddy,Wadavrao, Sachin B.,Yadav,Venkat Narsaiah
, p. 1009 - 1017 (2015/11/23)
A straightforward synthesis of (S)-gingerols 1-3 has been described. The requisite stereogenic center in the target molecules was introduced by Sharpless asymmetric dihydroxylation using a chiral complex, AD-mix β. This route is simple and efficient to prepare the products in very good yields.
Total synthesis of natural gingerols, the three-active principles of ginger
Solladie,Ziani-Cherif
, p. 2181 - 2185 (2007/10/02)
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