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10-Gingerol is a phenol compound found in Zingiber officinale, commonly known as ginger. It exhibits a range of biological activities, including antioxidant properties, radical scavenging, and anti-inflammatory effects. Its ability to inhibit oxidative burst and NETosis, as well as its activity against certain bacteria and cancer cells, highlights its potential as a therapeutic agent.

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  • 23513-15-7 Structure
  • Basic information

    1. Product Name: 10-Gingerol
    2. Synonyms: 10-GINGEROL;5-HYDROXY-1-(4-HYDROXY-3-METHOXYPHENYL)-3-TETRADECANONE;10-GINGEROL, HPLC 98%;(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
    3. CAS NO:23513-15-7
    4. Molecular Formula: C21H34O4
    5. Molecular Weight: 350.49
    6. EINECS: N/A
    7. Product Categories: Miscellaneous Natural Products;The group of Ginerols;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
    8. Mol File: 23513-15-7.mol
  • Chemical Properties

    1. Melting Point: 56-58 °C
    2. Boiling Point: 499.7 °C at 760 mmHg
    3. Flash Point: 166℃
    4. Appearance: Yellow-brown Fine Powder
    5. Density: 1.037 g/cm3
    6. Vapor Pressure: 8.35E-11mmHg at 25°C
    7. Refractive Index: 1.512
    8. Storage Temp.: 2-8°C
    9. Solubility: methanol: soluble5mg/mL, clear, colorless
    10. PKA: 10.02±0.20(Predicted)
    11. CAS DataBase Reference: 10-Gingerol(CAS DataBase Reference)
    12. NIST Chemistry Reference: 10-Gingerol(23513-15-7)
    13. EPA Substance Registry System: 10-Gingerol(23513-15-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 53
    3. Safety Statements: 24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 23513-15-7(Hazardous Substances Data)

23513-15-7 Usage

Uses

Used in Antioxidant Applications:
10-Gingerol is used as an antioxidant agent for its ability to scavenge DPPH, superoxide, and hydroxyl radicals in cell-free assays, demonstrating its potential in protecting against oxidative stress and related diseases.
Used in Anti-inflammatory Applications:
10-Gingerol is used as an anti-inflammatory agent for its effectiveness in suppressing obesity and adipose tissue inflammation, as well as inhibiting the production of reactive oxygen species (ROS) induced by various stimuli in isolated human neutrophils.
Used in Antimicrobial Applications:
10-Gingerol is used as an antimicrobial agent for its activity against Mycobacterium avium and Mycobacterium tuberculosis, with minimum inhibitory concentrations (MICs) of 25 and 50 μg/ml, respectively.
Used in Cancer Therapy:
10-Gingerol is used as a cytotoxic agent against human MDA-MB-231 and MDA-MB-468, and murine 4T1 and EO771 mammary carcinoma cells, with a concentration of 200 μM, indicating its potential in cancer treatment.

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

23513-15-7 Well-known Company Product Price

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  • Sigma-Aldrich

  • (42630)  [10]-Gingerol  analytical standard

  • 23513-15-7

  • 42630-10MG

  • 6,241.95CNY

  • Detail

23513-15-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name [10]-Gingerol

1.2 Other means of identification

Product number -
Other names (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:23513-15-7 SDS

23513-15-7Downstream Products

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

Kinetic Resolution of β-Hydroxy Carbonyl Compounds via Enantioselective Dehydration Using a Cation-Binding Catalyst: Facile Access to Enantiopure Chiral Aldols

Paladhi, Sushovan,Hwang, In-Soo,Yoo, Eun Jeong,Ryu, Do Hyun,Song, Choong Eui

supporting information, p. 2003 - 2006 (2018/04/16)

A practical and highly enantioselective nonenzymatic kinetic resolution of racemic β-hydroxy carbonyl (aldol) compounds through enantioselective dehydration process was developed using a cation-binding Song's oligoethylene glycol (oligoEG) catalyst with p

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.

An enantioselective synthesis of (+)-(S)-[n]-gingerols via the l-proline-catalyzed aldol reaction

Ma, Shichao,Zhang, Shilei,Duan, Wenhu,Wang, Wei

supporting information; experimental part, p. 3909 - 3911 (2010/03/25)

An enantioselective approach to (+)-(S)-[n]-gingerols (1a-c) has been developed. The requisite stereogenic centers of target molecules are facilely constructed by the proline-catalyzed cross-aldol reaction from readily available achiral starting materials

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