Determine the necessary mass, volume, or concentration for preparing a solution.
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analytical standard, ≥98% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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 19 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
D-(-)-Quinic acid, a plant metabolite, is chiral building block used in multistep chemical synthesis of natural compounds.
Application
D-(−)-Quinic acid can be used as:
A chiral selector electrolyte along with copper(II) sulfate. This electrolyte is utilized in chiral resolution DL-tartaric acid by ligand-exchange capillary electrophoresis method.
A starting material in the synthesis of stereoisomers of 3,4,6-trihydroxyazepanes, 7-hydroxymethyl-3,4,5-trihydroxyazepanes, and 3,4,5-trihydroxyazepanes, as potential inhibitors of glycosidase.
A precursor for the preparation of trihydroxy piperidine derivatives and (+)-proto-quercitol glycosidase inhibitors.
| Canonical Smiles | C1C(C(C(CC1(C(=O)O)O)O)O)O |
|---|---|
| IUPAC Name | (3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid |
| InChIKey | AAWZDTNXLSGCEK-LNVDRNJUSA-N |
| INCHI | 1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12)/t3-,4-,5?,7?/m1/s1 |
| Isomeric SMILES | C1[C@H](C([C@@H](CC1(C(=O)O)O)O)O)O |
| WGK Germany | 3 |
| RTECS | GU8650000 |
| Molecular Weight | 192.17 |
| Beilstein | 2212412 |
| Reaxy-Rn | 2693888 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2693888&ln= |
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 |
| Class | Organooxygen compounds |
| Subclass | Alcohols and polyols |
| Intermediate Tree Nodes | Cyclic alcohols and derivatives - Cyclitols and derivatives |
| Direct Parent | Quinic acids and derivatives |
| Alternative Parents | Cyclohexanols Alpha hydroxy acids and derivatives Tertiary alcohols Polyols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Quinic acid - Cyclohexanol - Hydroxy acid - Alpha-hydroxy acid - Tertiary alcohol - Secondary alcohol - Polyol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Hydrocarbon derivative - Carbonyl group - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as quinic acids and derivatives. These are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jan 19, 2026 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Jun 09, 2025 | Q109706 | |
| Certificate of Analysis | Oct 28, 2024 | Q109706 | |
| Certificate of Analysis | Oct 07, 2023 | Q109706 | |
| Certificate of Analysis | Jun 06, 2023 | Q109706 |
| Specific Rotation[α] | -43.5 ° (C=10, H2O) |
|---|---|
| Melt Point(°C) | 166-168°C |
| Molecular Weight | 192.170 g/mol |
| XLogP3 | -2.400 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 1 |
| Exact Mass | 192.063 Da |
| Monoisotopic Mass | 192.063 Da |
| Topological Polar Surface Area | 118.000 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 203.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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. Tiantian Wan, Zulei Zhang, Hailong Wang, Yiwen Yang, Hanxing Yang, Jian Zhang, Yanbo Zeng, Lei Li, Jinchun Li. (2022) Rapid and highly selective detection of chlorogenic acid in fruit samples by Fe3O4@SiO2@PIL with boron affinity via a fluorescence enhanced strategy. NEW JOURNAL OF CHEMISTRY, 47 (2): (828-837). [PMID:] [10.1039/D2NJ04750K] |
| 2. Xi Bao, Shiyao Zhang, Xueting Zhang, Yongli Jiang, Zhijia Liu, Xiaosong Hu, Junjie Yi. (2022) Effects of pasteurization technologies and storage conditions on the flavor changes in acidified chili pepper. Current Research in Food Science, [PMID:36065197] [10.1016/j.crfs.2022.08.007] |
| 3. 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] |
| 4. Linjun Li, Jinsuo Lu, Heliang Pang, Zhiqiang Zhang, Jing Yang, Pengpeng Li, Xiaoyu Yan, Miaomiao Fan. (2022) New insight into scale inhibition during tea brewing: Ca2+/Mg2+ complexing and alkalinity consumption. Journal of Environmental Sciences, [PMID:36182193] [10.1016/j.jes.2022.02.014] |
| 5. Zi Ye, Zhixun Shang, Shiyao Zhang, Meiqi Li, Xuetin Zhang, Hongbing Ren, Xiaosong Hu, Junjie Yi. (2022) Dynamic analysis of flavor properties and microbial communities in Chinese pickled chili pepper (Capsicum frutescens L.): A typical industrial-scale natural fermentation process. FOOD RESEARCH INTERNATIONAL, [PMID:35227474] [10.1016/j.foodres.2022.110952] |
| 6. Shizhong Li, Chaoning Liang, Guoxia Liu, Jian-Ming Jin, Yong Tao, Shuang-Yan Tang. (2021) De Novo Biosynthesis of Chlorogenic Acid Using an Artificial Microbial Community. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:33629856] [10.1021/acs.jafc.0c07588] |
| 7. Han Peng, Zeyuan Deng, Xuan Chen, Yong Sun, Bing Zhang, Hongyan Li. (2018) Major chemical constituents and antioxidant activities of different extracts from the peduncles of Hovenia acerba Lindl. INTERNATIONAL JOURNAL OF FOOD PROPERTIES, [PMID:] [10.1080/10942912.2018.1497059] |
| 8. Han Peng, Wenting Li, Hongyan Li, Zeyuan Deng, Bing Zhang. (2017) Extractable and non-extractable bound phenolic compositions and their antioxidant properties in seed coat and cotyledon of black soybean (Glycinemax (L.) merr). Journal of Functional Foods, [PMID:] [10.1016/j.jff.2017.03.003] |
| 9. Pinghong Chen, Yi Wang, Lulin Chen, Wei Jiang, Yan Niu, Qing Shao, Lu Gao, Quancheng Zhao, Licheng Yan, Shufang Wang. (2015) Comparison of the anti-inflammatory active constituents and hepatotoxic pyrrolizidine alkaloids in two Senecio plants and their preparations by LC–UV and LC–MS. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:26257293] [10.1016/j.jpba.2015.07.014] |
| 10. Peng Jiao, Liu Rongyan, Xu Junyi, Yao Yingjuan, Li Beibei, Chen Dengke, Chang Zhuangpeng, Zhao Rui, Feng Yanlin, Hou Ruigang, Lee Min, Zhang Xiao. (2025) Acid-responsive aggregated carrot-derived nanoantioxidants alleviate oxidative stress and restore osteoblast activity. JOURNAL OF NANOBIOTECHNOLOGY, 23 (1): (1-27). [PMID:40075427] [10.1186/s12951-025-03235-y] |
| 11. Peng Yijin, Yun Yurou, Zou Wenhui, Zhou Linyan. (2025) Characterization of colour, phenolics, and volatile compounds of 6 pomegranate varieties grown in Yunnan. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1093/ijfood/vvaf007] |
| 12. Minyu Cai, Zhiye Peng, Piqian Xu, Miao Yu, Nanxin Diao, Yong Cao, Sashuang Dong, Xiang Fang. (2025) Comprehensive analysis of the flavor and color characteristics of light-fermented sour tea mediated by aspergillus Niger RAF106. FOOD CHEMISTRY, [PMID:40154056] [10.1016/j.foodchem.2025.143866] |
| 13. Silei Zhang, Chaofan Guo, Sakamon Devahastin, Zibo Song, Xiaosong Hu, Junjie Yi. (2025) Quality evaluation of delavayi juice pasteurized using a novel continuous high pressure processing technology: A combined numerical simulation and experimental analysis. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2025.117481] |
| 14. Zhang Hui-Wen, Wang Jian-Ye, Liu Yan-Yan, Tian Jing-Min, Park Jinbong, Wang Huan-Yun, Xu Ying-Qi. (2025) Elucidating the Anti-Atherosclerotic Mechanisms of Sanzi San: An Integrated Approach Using Serum Pharmacochemistry, Network Pharmacology, and Pharmacokinetics. World Journal of Traditional Chinese Medicine, [PMID:] [10.4103/wjtcm.wjtcm_49_25] |
| 15. Minyu Cai, Liyan Huang, Sashuang Dong, Nanxin Diao, Weilian Ye, Zhiye Peng, Xiang Fang. (2023) Enhancing the Flavor Profile of Summer Green Tea via Fermentation with Aspergillus niger RAF106. Foods, 12 (18): (3420). [PMID:37761129] [10.3390/foods12183420] |
| 16. Chengyu Jin, Xiao Wang, Xianghe Meng, Qin Ye. (2025) Phenolics-abundant Camellia oleifera Abel oil exhibited potential functions of atopic dermatitis amelioration. Food Bioscience, [PMID:] [10.1016/j.fbio.2025.107754] |
| 17. Yueting Zeng, La Xiang, Shizhong Li, Jian-Ming Jin, Chaoning Liang, Shuang-Yan Tang. (2026) Growth-Coupled Screening Enables Efficient Engineering of Key Enzymes for Chlorogenic Acid Biosynthesis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:41641551] [10.1021/acs.jafc.5c14119] |
| 18. Zhiyuan Lin, Mei Chen, Bo Zhou, Junfeng Tan, Liang Zeng, Zhi Lin, Jinchi Tang, Weidong Dai. (2026) Unraveling Variations in Primary Metabolites of Longjing Green Tea During Processing and from Different Geographical Origins. Foods, 15 (5): [PMID:] [10.3390/foods15050865] |
| 19. Anna Yang, Chunmei Yuan, Siyan Huang, Zibo Song, Tao Wang, Zhijia Liu, Junjie Yi, Chuanqi Chu. (2026) Evaluation of Physicochemical Properties, Bioactivities, Flavor Profiles and Key Metabolites during Tamarind Pulp Fermentation by Kluyveromyces marxianus. Food Bioscience, [PMID:] [10.1016/j.fbio.2026.108633] |
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