[8]-Gingerol - analytical standard, ≥95% , CAS No.23513-08-8

CAS: 23513-08-8 Cat. No.: G101243 Molecular Weight: 322.44 Beilstein Registry Number: 2059802 EC Number: 664-008-1

GRADE & PURITY Analytical standard, ≥95%

Synonyms

DTXSID20178078 | Q-100299 | HY-N0447 | (5s)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl) dodecan-3-one | A14476 | LB0IJB138K | 8-GINGEROL (CONSTITUENT OF GINGER) [DSC] | AKOS025311538 | 8-GINGEROL (CONSTITUENT OF GINGER) | UNII-LB0IJB138K | 8-Gingerol | (8)-Gi

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

DTXSID20178078 | Q-100299 | HY-N0447 | (5s)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl) dodecan-3-one | A14476 | LB0IJB138K | 8-GINGEROL (CONSTITUENT OF GINGER) [DSC] | AKOS025311538 | 8-GINGEROL (CONSTITUENT OF GINGER) | UNII-LB0IJB138K | 8-Gingerol | (8)-Gi

Specifications & Purity

analytical standard, ≥95%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard

Action Type

INHIBITOR

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCCCCCCC(CC(=O)CCC1=CC(=C(C=C1)O)OC)O
• IUPAC Name: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
• InChIKey: BCIWKKMTBRYQJU-INIZCTEOSA-N
• INCHI: 1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3/t16-/m0/s1
• Isomeric SMILES: CCCCCCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)O)OC)O
• WGK Germany: 3
• RTECS: JR4362000
• Molecular Weight: 322.44
• Beilstein: 2059802
• Reaxy-Rn: 2059801
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2059801&ln=

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

Data sources

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)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

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CYP2C8 Tchem Cytochrome P450 2C8 (1492 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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CYP2E1 Tchem Cytochrome P450 2E1 (2174 Activities)

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CYP2A6 Tchem Cytochrome P450 2A6 (2861 Activities)

Discover Target: CYP2A6

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CYP2B6 Tchem Cytochrome P450 2B6 (1338 Activities)

Discover Target: CYP2B6

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Associated Targets(non-human)

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

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Pseudomonas aeruginosa (123386 Activities)

Explore this target

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Mycolicibacterium smegmatis (8003 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 322.400 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 322.214 Da
• Monoisotopic Mass: 322.214 Da
• Topological Polar Surface Area: 66.800 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 318.000
• 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

References

1. 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]

2. 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,      [PMID:] [10.1016/j.molliq.2024.125605]

3. 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).  [PMID:] [10.3390/pr13072149]

4. 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,      [PMID:] [10.1016/j.afres.2025.101426]

5. 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]