Basic Description

Synonyms	3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-(+)- \| HMS1361D09 \| (+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone \| CCG-208214 \| HY-14615 \| [1-(4''-hydroxy-3''-methoxyphenyl)-5-hydroxy-3-decanone] \| 925QK2Z900 \| AKOS006222484
Specifications & Purity	Moligand™, analytical standard, ≥98%
Biochemical and Physiological Mechanisms	A bioactive compound with antioxidant activity found in ginger, which can be used as an anti-inflammatory and anti-tumor agent. 6-gingerol downregulates the release of pro-inflammatory cytokines through macrophages. It has been proven that it can block p3
Storage Temp	Protected from light,Store at -20°C,Argon charged
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Grade	analytical standard, Moligand™
Action Type	ACTIVATOR
Mechanism of action	Activator of TRPA1
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description	Gingerol, a phenolic substance and a potent cardiotonic agent isolated from the rhizome of ginger, has been shown to stimulate the Ca2+-pumping activity of sarcoplasmic reticulum (SR) of rabbits in a concentration-dependent manner. It was noted that Gingerol specifically activated SERCA (Ca2+-ATPase of cardiac and skeletal SR). Additional research has shown Gingerol to inhibit platelet aggregation via suppression of thromboxane production. Gingerol blocked ATP release from platelets induced by adrenaline and adenosine 5-diphosphate and prevented secondary aggregation. It has been demonstrated that Gingerol contains antioxidant and antiinflammatory characteristics and could significantly inhibit 7,12-dimethylbenz[a]anthracene-induced skin papillomagenesis in mice. Furthermore, Gingerol has been noted as an agonist of the capsaicin-activated VR1 (vanilloid receptor) and in leukemia cell studies it has been shown to have apoptotic properties.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Benzenoids
  - Class Phenols
    - Subclass Methoxyphenols

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Phenols
Subclass	Methoxyphenols
Intermediate Tree Nodes	Not available
Direct Parent	Gingerols
Alternative Parents	Fatty alcohols Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Beta-hydroxy ketones Secondary alcohols Organic oxides Hydrocarbon derivatives
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Gingerol - Fatty alcohol - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Beta-hydroxy ketone - Fatty acyl - Ketone - Secondary alcohol - Ether - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Alcohol - Organooxygen compound - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as gingerols. These are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one.
External Descriptors	Zingiber derived compounds
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (0 Activities)

Discover Target: TRPA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
INCHI	InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1
InChIKey	NLDDIKRKFXEWBK-AWEZNQCLSA-N
Smiles	CCCCCC(CC(=O)CCC1=CC(=C(C=C1)O)OC)O
Isomeric SMILES	CCCCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)O)OC)O
WGK Germany	3
RTECS	HE0757000
UN Number	2811
Molecular Weight	294.39
Reaxy-Rn	2059333
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2059333&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot Number	Certificate Type	Date	Item
G2220602	Certificate of Analysis	Apr 07, 2024	G111261
C2429458	Certificate of Analysis	Mar 08, 2024	G111261
C2429463	Certificate of Analysis	Mar 08, 2024	G111261
C2407484	Certificate of Analysis	Feb 28, 2024	G111261
A2508056	Certificate of Analysis	Feb 28, 2024	G111261
G2322734	Certificate of Analysis	Jul 11, 2023	G111261
G2322738	Certificate of Analysis	Jul 11, 2023	G111261

Chemical and Physical Properties

Solubility	Soluble in ethanol, benzene, ether, chloroform, methanol (1 mg/ml), and DMSO. Insoluble in water.
Sensitivity	Light ＆ heat sensitive.
Molecular Weight	294.400 g/mol
XLogP3	2.500
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	10
Exact Mass	294.183 Da
Monoisotopic Mass	294.183 Da
Topological Polar Surface Area	66.800 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	293.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Zhang Sheng-Feng, Li Jing, Wei Mei-Jie, Kong Fen-Ying, Zhang Rui, Wang Zhong-Xia, Fang Hai-Lin, Wang Wei. (2023) Highly sensitive electrochemical sensing of 6-gingerol in ginger using AuNPs-ZnO-rGO nanocomposites modified electrode. IONICS, 29 (4): (1571-1578).
2. Xiaomin Zhang, Gaofeng Hu, Chaoyang Xu, Wen Nie, Kezhou Cai, Hongmei Fang, Baocai Xu. (2023) Inhibition of benzo[a]pyrene formation in charcoal-grilled pork sausages by ginger and its key compounds. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 103 (6): (2838-2847).
3. Zhang Changrong, Huang Yongquan, Li Peiwu, Chen Xinlin, Liu Fengbin, Hou Qiuke. (2020) Ginger relieves intestinal hypersensitivity of diarrhea predominant irritable bowel syndrome by inhibiting proinflammatory reaction. BMC Complementary Medicine and Therapies, 20 (1): (1-10).
4. Ying Liu, ShiJi Deng, Zhi Zhang, Yue Gu, ShengNan Xia, XinYu Bao, Xiang Cao, Yun Xu. (2020) 6-Gingerol attenuates microglia-mediated neuroinflammation and ischemic brain injuries through Akt-mTOR-STAT3 signaling pathway. EUROPEAN JOURNAL OF PHARMACOLOGY, 883 (173294).
5. Lijun Zhen, Qiuyu Wei, Qilong Wang, Huiyun Zhang, Michael Adu-Frimpong, Caleb Kesse Firempong, Ximing Xu, Jiangnan Yu. (2020) Preparation and in vitro/in vivo evaluation of 6-Gingerol TPGS/PEG-PCL polymeric micelles. PHARMACEUTICAL DEVELOPMENT AND TECHNOLOGY,
6. Min Zhang, Ying Peng, Mengyue Wang, Beibei Gao, Lijuan Zhao, Xiaobo Li. (2019) The influence of compatibility of Si-Ni decoction with metabolism in intestinal bacteria on transports of toxic diterpenoid alkaloids from processed aconite root across Caco-2 monolayers. JOURNAL OF ETHNOPHARMACOLOGY, 228 (164).
7. Qilong Wang, Qiuyu Wei, Qiuxuan Yang, Xia Cao, Qiang Li, Feng Shi, Shan Shan Tong, Chunlai Feng, Qingtong Yu, Jiangnan Yu, Ximing Xu. (2018) A novel formulation of [6]-gingerol: Proliposomes with enhanced oral bioavailability and antitumor effect. INTERNATIONAL JOURNAL OF PHARMACEUTICS, 535 (308).
8. Yang Xu, Qilong Wang, Yingshu Feng, Caleb Kesse Firempong, Yuan Zhu, Emmanuel Omari-Siaw, Yuanyuan Zheng, Zunqin Pu, Ximing Xu, Jiangnan Yu. (2016) Enhanced oral bioavailability of [6]-Gingerol-SMEDDS: Preparation, in vitro and in vivo evaluation. Journal of Functional Foods, 27 (703).
9. Zhenhao Li, Shun Xiao, Ni Ai, Kedi Luo, Xiaohui Fan, Yiyu Cheng. (2015) Derivative multiple reaction monitoring and single herb calibration approach for multiple components quantification of traditional Chinese medicine analogous formulae. JOURNAL OF CHROMATOGRAPHY A, 1376 (126).
10. Yanni Tai, Mintong Zhao, Feng Ding, Gelin Wu, Haibin Qu, Ping Gong, Yongjian Xie, Peng Zhou, Xingchu Gong. (2024) Analytical quality by design based on knowledge organization: A case study of developing an ultrahigh-performance liquid chromatography method for the detection of phenolic compounds. PHYTOCHEMICAL ANALYSIS,
11. Rui Wang, Pei-Feng Guo, Jing Nie, Xing Hu, Yu-Wei Wu, Shu Zhu, Bo-Ru Chen, Jian Li, Xin-An Zeng, Fei-Yue Xu. (2024) Inhibitory mechanism of xanthine oxidase by 6-, 8- and 10-gingerol: Enzyme kinetics, multi-spectroscopy and molecular simulations. JOURNAL OF MOLECULAR LIQUIDS, 410 (125605).
12. Jiehong He, Tian Wang, Yuanyuan Xie, Xianrui Liang. (2024) Preparation and characterization of self-assembling nanoparticles in Gancao Ganjiang decoction. JOURNAL OF MOLECULAR LIQUIDS, 407 (125174).
13. Zhen Liu, Ning Xu, Jumei Hou, Tong Liu. (2024) TbNACα negatively regulates Trichoderma breve T069 synthesis of ethyl caffeate and enhances antagonism of Sclerotium rolfsii1. Journal of Integrative Agriculture,

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SKU	Size	Availability	Price	Qty
G111261-20mg	20mg	5	$49.90
G111261-100mg	100mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$169.90

[6]-Gingerol - analytical standard，≥98%, high purity , CAS No.23513-14-6, Activator of TRPA1