Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Argon charged,Desiccated,Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Shikimic acid has been used as a standard for the quantification of shikimate in apical parts of roots. It has also been used as a substrate in shikimate kinase assay.
Shikimic acid is observed to be carcinogenic in rat models, when administered.It serves as a precursor for the biosynthesis of aromatic amino acids, alkaloids and other aromatic metabolites in microorganisms. Shikimic acid is known to inhibit adenosine diphosphate (ADP) induced platelet aggregation and blood coagulation in rabbits.
| Pubchem Sid | 504751725 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751725 |
| Sonrisas canónicas | C1C(C(C(C=C1C(=O)O)O)O)O |
| IUPAC Name | (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid |
| InChIKey | JXOHGGNKMLTUBP-HSUXUTPPSA-N |
| INCHI | 1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1 |
| Isómeros SMILES | C1[C@H]([C@@H]([C@@H](C=C1C(=O)O)O)O)O |
| WGK Alemania | 3 |
| RTECS | GW4600000 |
| PubChem CID | 8742 |
| Peso molecular | 174.15 |
| Beilstein | 2210055 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Clase | Organooxygen compounds |
| Subclass | Alcohols and polyols |
| Intermediate Tree Nodes | Cyclic alcohols and derivatives - Cyclitols and derivatives |
| Direct Parent | Shikimic acids and derivatves |
| Alternative Parents | Secondary alcohols Polyols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Shikimic acid or derivatives - Secondary alcohol - Polyol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Hydrocarbon derivative - Carbonyl group - Aliphatic homomonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as shikimic acids and derivatves. These are cyclitols containing a cyclohexanecarboxylic acid substituted with three hydroxyl groups at positions 3, 4, and 5. |
| External Descriptors | alpha,beta-unsaturated monocarboxylic acid - cyclohexenecarboxylic acid - hydroxy monocarboxylic acid |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Mar 30, 2026 | S107142 | |
| Certificate of Analysis | Jun 09, 2025 | S107142 | |
| Certificate of Analysis | Jan 18, 2025 | S107142 | |
| Certificate of Analysis | Jan 18, 2025 | S107142 | |
| Certificate of Analysis | Jan 18, 2025 | S107142 | |
| Certificate of Analysis | Jan 18, 2025 | S107142 | |
| Certificate of Analysis | Jan 18, 2025 | S107142 | |
| Certificate of Analysis | Jan 18, 2025 | S107142 | |
| Certificate of Analysis | Jan 10, 2025 | S107142 | |
| Certificate of Analysis | May 17, 2024 | S107142 | |
| Certificate of Analysis | May 17, 2024 | S107142 | |
| Certificate of Analysis | May 17, 2024 | S107142 | |
| Certificate of Analysis | May 17, 2024 | S107142 | |
| Certificate of Analysis | May 17, 2024 | S107142 | |
| Certificate of Analysis | May 17, 2024 | S107142 | |
| Certificate of Analysis | May 17, 2024 | S107142 | |
| Certificate of Analysis | Mar 25, 2024 | S107142 | |
| Certificate of Analysis | Mar 20, 2024 | S107142 | |
| Certificate of Analysis | Mar 08, 2022 | S107142 | |
| Certificate of Analysis | Mar 08, 2022 | S107142 | |
| Certificate of Analysis | Mar 08, 2022 | S107142 | |
| Certificate of Analysis | Aug 17, 2021 | S107142 |
| Solubilidad | Solubility in water: 18 g/100 mL water (20℃), 2.25g/100ml absolute ethanol, 0.015g/100ml absolute ethyl ether, it is practically insoluble in chloroform, benzene and petroleum ether. , |
|---|---|
| Sensibilidad | Hygroscopic. |
| Rotación específica [α] | -180 ° (C=1, H2O) |
| Punto de fusión (°C) | 185-187°C |
| Peso molecular | 174.150 g/mol |
| XLogP3 | -1.700 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 1 |
| Exact Mass | 174.053 Da |
| Monoisotopic Mass | 174.053 Da |
| Topological Polar Surface Area | 98.000 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 222.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| 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 |
| 1. Yao Zhu, Xingqi Shao, Ziyu Yuan, Jian Rong, Tao Zhang, Dongya Yang, Jianming Pan, Fengxian Qiu. (2023) Construction of Sustainable Biomass Bubble Propulsion Micromotor and Selective Recognition/Separation of Shikimic Acid with Open 3D Target Imprinting Cavity. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.3c07264] |
| 2. Faguang Ma, Ming Yan, Rongxin Lin, Yilin Wu, Jianming Pan. (2023) Boronate-affinity sol–gel-imprinted membranes with MOFs-functionalized rotary-evaporating layers for high-precision specific recognition. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.125458] |
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| 4. Ensheng Zhang, Long Jiang, He Li, Shuping Wang, Guixue Zhang, Anzhang Li, Weiheng Kong, Yan Zhao, Meihao Xiang, Ping Ju, Fengli Qu. (2023) The inter-molecular hydrogen bonds modulated reversible ACQ-AIE conversion and dual-states sensing applications of shikimic acid derived hydrogen bond dimers. DYES AND PIGMENTS, [PMID:] [10.1016/j.dyepig.2023.111616] |
| 5. Ran Xin, Meng Dong, Yu-Ying Zhang, Xu-Hui Huang, Xiu-Ping Dong, Lei Qin. (2023) Development and validation of a HILIC-MS/MS method for simultaneous quantitative of taste-active compounds in foods. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2023.105302] |
| 6. Rongxin Lin, Jian Lu, Faguang Ma, Ming Yan, Yilin Wu, Jianming Pan. (2023) Continuous-imprinted-layer nanofiber membrane with MXene-based precise-designed nanocages for high-accuracy recognition and separation of shikimic acid. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:36972623] [10.1016/j.jcis.2023.03.104] |
| 7. Kaicheng Zhang, Yue Li, Zequan Diao, Hang Cui, Faguang Ma, Ming Yan, Yilin Wu. (2023) Precise identification and transport of specific molecules through framework-functionalized membranes with multiple binding sites. JOURNAL OF MEMBRANE SCIENCE, [PMID:] [10.1016/j.memsci.2022.121327] |
| 8. Qi Quan, Wei Liu, Jiajing Guo, Meiling Ye, Juhua Zhang. (2022) Effect of Six Lactic Acid Bacteria Strains on Physicochemical Characteristics, Antioxidant Activities and Sensory Properties of Fermented Orange Juices. Foods, 11 (13): (1920). [PMID:35804736] [10.3390/foods11131920] |
| 9. Li Qiaofeng, Lan Taijin, He Songhua, Chen Weiwei, Li Xiaolan, Zhang Weiquan, Liu Ying, Zhang Qiuping, Chen Xin, Han Yaoyao, Su Zhiheng, Zhu Dan, Guo Hongwei. (2021) A network pharmacology-based approach to explore the active ingredients and molecular mechanism of Lei-gong-gen formula granule on a spontaneously hypertensive rat model. Chinese Medicine, 16 (1): (1-21). [PMID:34627325] [10.1186/s13020-021-00507-1] |
| 10. Yao Zhu, Ziyu Yuan, Jian Rong, Tao Zhang, Dongya Yang, Jianming Pan, Fengxian Qiu. (2024) Engineering flower-shaped hierarchical micromotors on a sustainable biotemplate by teamed boronate affinity-based surface imprinting for effective separation of shikimic acid. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2024.126345] |
| 11. Jiale Hu, Zhigang Wang, Weihui Xu. (2024) Production-optimized fermentation of antifungal compounds by Bacillus velezensis LZN01 and transcriptome analysis. Microbial Biotechnology, 17 (10): (e70026). [PMID:39415743] [10.1111/1751-7915.70026] |
| 12. Tai Wen, Junyao Li, Wenrong Cai, Datong Wu, Zheng-Zhi Yin, Yong Kong. (2024) Visual and electrochemical chiral discrimination of tryptophan isomers with shikimic acid chiral ionic liquids–copper ions complex. TALANTA, [PMID:38437760] [10.1016/j.talanta.2024.125850] |
| 13. Shuang Cui, Bo Wang, Zheng Zhou, Wei Yang, Lei Qin, Xuhui Huang. (2025) Discrimination and evaluation of commercial large yellow croaker (Larimichthys crocea): Odor and taste-active compounds. FOOD CHEMISTRY, [PMID:40902569] [10.1016/j.foodchem.2025.146153] |
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| 15. Kaicheng Zhang, Ming Yan, Yue Li, Faguang Ma, Yilin Wu. (2023) Precise identification and ultrafast transport of specific molecules with nanofluid-functionalized imprinted membrane. JOURNAL OF HAZARDOUS MATERIALS, [PMID:36871464] [10.1016/j.jhazmat.2023.131134] |
| 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. Qi Wu, Ziyi Chen, Zong Hou, Zhiqiang Liu, Rong Sun, Shu Liu. (2026) Multi-omics Reveals Hepatotoxic Mechanisms and Key Toxic Components of Polygoni Multiflori Radix and Its Processed Products. PHYTOMEDICINE, [PMID:41655553] [10.1016/j.phymed.2026.157908] |