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.

规格

别名

6-姜辣醇 | 姜辣素

英文别名

规格或纯度

Moligand™, 10mM in DMSO

英文名称

[6]-Gingerol

生化机理

凋亡，抗氧化剂和消炎药。SERCA激活剂（EC 50 = 4μM，心脏肌浆网中的Ca 2+ ATPase）。抑制COX-2表达。阻断p38 MAP激酶激活。在体内显示抗血管生成作用。口服具有活性

储存条件

-80℃储存

运输条件

特低温运输

作用类型

激活剂

作用机制

TRPA1 激活剂

名称和识别符

PubChem SID

528762157

EC号

607-241-6

分子类型

小分子

IUPAC Name

(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one

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

InChi Key

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

UN Number

2811

分子量

294.39

Reaxy-Rn

2059333

Reaxys-RN link address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2059333&ln=

技术文档

📋 安全数据表 (SDS)

全面的危险、操作、储存及法规合规文件。

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批次质量数据。输入批号以获取对应 COA。

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该级别的完整质量属性和验收标准。

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高级数据

系统学分类

分类树（Taxonomy Tree）

界（kingdom) 有机化合物
- 超类（Superclass) 苯类化合物
  - 类（Class) 酚类
    - 亚类（Subclass）甲氧基苯酚

界（kingdom)	有机化合物
超类（Superclass)	苯类化合物
类（Class)	酚类
亚类（Subclass）	甲氧基苯酚
中间层级节点（Intermediate Tree Nodes）	暂无
直接上位类(Direct Parent)	姜辣素
其他上位类（Alternative Parents）	脂肪醇苯氧基化合物甲氧基苯茴香醚烷基芳基醚 1-羟基-2-未取代苯类化合物 β-羟基酮仲醇有机氧化物碳氢化合物衍生物
分子骨架（Molecular Framework)	芳香族同单环化合物
取代基（Substituents）	1-羟基-2-未取代苯环化合物 - 羟基苯甲酸酯 - 芳基醚 - 茴香醚 - 芳香族同单环化合物 - β-羟基酮 - 羰基 - 乙醚 - 脂肪酰基 - 脂肪醇 - 姜酚 - 烃衍生物 - 酮 - 甲氧基苯 - 单环苯基基团 - 有机氧化物 - 有机氧化合物 - 有机氧化合物 - 苯酚醚 - 苯氧基化合物 - 醛基
描述（Description）	该化合物属于姜醇类有机化合物。此类化合物含有姜醇结构单元，其特征在于C6碳原子被5-羟基烷-3-酮取代，形成4-羟基-3-甲氧基苯基基团。
外部描述符（External Descriptors）	Zingiber derived compounds

三维结构

交互式化学结构模型

球棍
棍棒
线框模型
空间填充
显示氢气
动画

关联靶点（人）

TRPA1 Tclin 瞬时受体电位阳离子通道亚家族A成员1(Transient receptor potential cation channel subfamily A member 1) (0 活性数据)

点击查看靶蛋白信息： TRPA1

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

化学和物理性质

敏感性

对光和热敏感

分子量

294.400 g/mol

XLogP3

2.500

氢键供体数Hydrogen Bond Donor Count

氢键受体数Hydrogen Bond Acceptor Count

可旋转键计数Rotatable Bond Count

精确质量Exact Mass

294.183 Da

单同位素质量Monoisotopic Mass

294.183 Da

拓扑极表面积Topological Polar Surface Area

66.800 Å²

重原子数Heavy Atom Count

形式电荷Formal Charge

复杂度Complexity

293.000

同位素原子数Isotope Atom Count

定义的原子立体中心计数Defined Atom Stereocenter Count

未定义的原子立体中心计数Undefined Atom Stereocenter Count

定义的键立体中心计数Defined Bond Stereocenter Count

未定义的键立体中心计数Undefined Bond Stereocenter Count

所有立体化学键的总数The total count of all stereochemical bonds

共价键合单元计数Covalently-Bonded Unit Count

安全和危险性（GHS）

象形图

GHS06, GHS07

信号词

危险

危险声明

H301: 吞咽会中毒

H302: 吞食有害

H312: 皮肤接触有害

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H332: 吸入有害

H335: 可能引起呼吸道刺激

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P270: 使用本产品时，请勿进食、饮水或吸烟。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理（请参阅此标签上的...）。

P330: 漱口

P302+P352: 如皮肤沾染：用水充分清洗。

P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P301+P316: 如果吞咽：立即寻求紧急医疗救助。

P301+P317: 如果被吞咽：请寻求医疗帮助。

P317: 寻求紧急医疗救助。

P337+P317: 如果眼睛刺激持续：寻求医疗帮助。

P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。

P319: 如果你感到不适，请寻求医疗帮助。

WGK Germany

RTECS

HE0757000

个人防护装备

dust mask type N95 (US),Eyeshields,Faceshields,Gloves

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找到2个结果

批号(Lot Number)	证书类型	货号
J2417016	分析证书	G422764
H2621076	分析证书	G422764

技术文档和文章

TRP 通道调节剂

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TRP 通道调节剂 TRPV TRPC TRPM TRPA TRPP TRPML

TRP Channel Modulators

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天然产物调控脂肪褐变的分子机制

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天然产物 AMPK 脂肪褐变白色脂肪组织 UCP1 PGC-1α Hyperforin 颤抖性产热

Molecular Mechanisms by Which Natural Products Regulate Adipose Browning

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Natural products AMPK UCP1 PGC-1α Hyperforin adipose browning white adipose tissue non-shivering thermogenesis

此产品的引用文献

如何在您的发表作品中引用阿拉丁的产品和网站? 引用文献检索

引用文献

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). [10.1007/s11581-023-04890-7]
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). [PMID:36700254] [10.1002/jsfa.12470]
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). [PMID:32928188] [10.1186/s12906-020-03059-3]
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, [PMID:32681941] [10.1016/j.ejphar.2020.173294]
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, [PMID:30557068] [10.1080/10837450.2018.1558239]
6. Min Zhang, Ying Peng, Mengyue Wang, Beibei Gao, Lijuan Zhao, Xiaobo Li. (2018) 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, [PMID:30223050] [10.1016/j.jep.2018.09.022]
7. Qilong Wang, Qiuyu Wei, Qiuxuan Yang, Xia Cao, Qiang Li, Feng Shi, Shan Shan Tong, Chunlai Feng, Qingtong Yu, Jiangnan Yu, Ximing Xu. (2017) A novel formulation of [6]-gingerol: Proliposomes with enhanced oral bioavailability and antitumor effect. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:29126908] [10.1016/j.ijpharm.2017.11.006]
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, [10.1016/j.jff.2016.10.007]
9. Zhenhao Li, Shun Xiao, Ni Ai, Kedi Luo, Xiaohui Fan, Yiyu Cheng. (2014) Derivative multiple reaction monitoring and single herb calibration approach for multiple components quantification of traditional Chinese medicine analogous formulae. JOURNAL OF CHROMATOGRAPHY A, [PMID:25541090] [10.1016/j.chroma.2014.12.024]
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, [PMID:38462508] [10.1002/pca.3343]
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, [10.1016/j.molliq.2024.125605]
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, [10.1016/j.molliq.2024.125174]
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, [10.1016/j.jia.2024.01.030]
14. Yang Zhang, Siyi Yang, Wensi Li, Xiaoyan Li, Xiangqin Lai, Xiang Li, Wuwan Xiong, Bo Zhang. (2025) Optimized High-Pressure Ultrasonic-Microwave-Assisted Extraction of Gingerol from Ginger: Process Design and Performance Evaluation. Processes, 13 (7): (2149). [10.3390/pr13072149]
15. Yanyan Nong, Hui Li, Yueen Ou, Luanyu Xie, Caimin Fen, Hong Gao, Guidong Huang, Zhiming Zhang, Senwei Hu. (2025) Effects of lactic acid bacteria on sensory evaluation and flavor compounds of fermented baby ginger jam. Applied Food Research, [10.1016/j.afres.2025.101426]
16. Jiajia Wang, Hongru He, Lianbing Lin, Yicen Lin, Feng Wang. (2025) Quality attributes, metabolomics and microbial community dynamics of naturally fermented Xiaohuang ginger (Zingiber officinale cv. Xiaohuang): A ready-to-eat flavoring food. Food Chemistry-X, [PMID:41323687] [10.1016/j.fochx.2025.103237]
17. Zongmei Huang, Cong-Ting Wu, Jing Li, Lu-Shuang Li. (2026) One-step synthesis of dual-emission carbon dots for ratiometric fluorescence sensing of curcumin in food samples. MICROCHEMICAL JOURNAL, [10.1016/j.microc.2026.116897]
18. Mintong Zhao, Zhilong Tang, Mingyang Zhou, Xiaohan Zhang, Xinyu Wang, Xingchu Gong. (2026) Online monitoring of Chinese herbal medicine production process toward lean six sigma: multimodal data fusion based on transformer architecture. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:41610806] [10.1016/j.saa.2026.127507]