Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
A chemical used in glycolytic pathway studies.
| Canonical Smiles | C(C(C(C(C(C(=O)O)O)O)O)O)O |
|---|---|
| IUPAC Name | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid |
| InChIKey | RGHNJXZEOKUKBD-SQOUGZDYSA-N |
| INCHI | 1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5-/m1/s1 |
| Isomeric SMILES | C([C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O)O |
| RTECS | LZ5057100 |
| UN Number | 3265 |
| Molecular Weight | 196.16 |
| Beilstein | 1726055 |
| Reaxy-Rn | 1910648 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1910648&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 | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Sugar acids and derivatives |
| Alternative Parents | Medium-chain hydroxy acids and derivatives Medium-chain fatty acids Hydroxy fatty acids Beta hydroxy acids and derivatives Monosaccharides Alpha hydroxy acids and derivatives Secondary alcohols Polyols Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Gluconic_acid - Medium-chain hydroxy acid - Medium-chain fatty acid - Beta-hydroxy acid - Hydroxy fatty acid - Alpha-hydroxy acid - Fatty acyl - Fatty acid - Hydroxy acid - Monosaccharide - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Polyol - Monocarboxylic acid or derivatives - Alcohol - Carbonyl group - Primary alcohol - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as sugar acids and derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. |
| External Descriptors | Uronic acids |
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| Refractive Index | 1.4161 |
|---|---|
| Boil Point(°C) | 102°C |
| Melt Point(°C) | 15°C |
| Molecular Weight | 196.160 g/mol |
| XLogP3 | -3.400 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 5 |
| Exact Mass | 196.058 Da |
| Monoisotopic Mass | 196.058 Da |
| Topological Polar Surface Area | 138.000 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 170.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| 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. Shuqi Wang, Yingshuang Hui, Yulu Zhan, Lou Gao, Yahong Zhang, Yi Tang. (2023) Sugars as Emerging Hydrogen Donors in the Synthesis of Alditol via Catalytic Transfer Hydrogenation. ChemCatChem, 15 (18): (e202300213). [PMID:] [10.1002/cctc.202300213] |
| 2. Pengmei Guo, Yu Liu, Xiaojia Xu, Guijin Ma, Xiaomin Hou, Yanying Fan, Mingsheng Zhang. (2021) Coronary hypercontractility to acidosis owes to the greater activity of TMEM16A/ANO1 in the arterial smooth muscle cells. BIOMEDICINE & PHARMACOTHERAPY, [PMID:34243598] [10.1016/j.biopha.2021.111615] |
| 3. Zehua Zhang, Shuhua Li, Dandan Sun, Ying Yang, Zhanhai Wei, Changlu Wang, Laifeng Lu. (2020) Cultivation of Rhodosporidium paludigenum in gluconic acid enhances effectiveness against Penicillium digitatum in citrus fruit. POSTHARVEST BIOLOGY AND TECHNOLOGY, [PMID:] [10.1016/j.postharvbio.2020.111374] |
| 4. Xuan Zhang, Jiawei Lin, Fang Pi, Tao Zhang, Chao Ai, Shujuan Yu. (2020) Rheological characterization of RG-I chicory root pectin extracted by hot alkali and chelators. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:32650011] [10.1016/j.ijbiomac.2020.07.020] |
| 5. Yang He, Liankui Wen, Hansong Yu, Fei Zheng, Zhitong Wang, Xuanwei Xu, Hao Zhang, Yong Cao, Bixiang Wang, Baiji Chu, Jianyu Hao. (2018) Effects of high hydrostatic pressure-assisted organic acids on the copigmentation of Vitis amurensis Rupr anthocyanins. FOOD CHEMISTRY, [PMID:30064742] [10.1016/j.foodchem.2018.06.052] |
| 6. Hui Chen, Zhongyin Chen, Ying Kuang, Shuang Li, Min Zhang, Jia Liu, Zhengguang Sun, Bingbing Jiang, Xueqin Chen, Cao Li. (2018) Stepwise-acid-active organic/inorganic hybrid drug delivery system for cancer therapy. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:29704741] [10.1016/j.colsurfb.2018.04.038] |
| 7. Yujuan Chen, Qian Yang, Jing Chen, Guangyue Bai, Kelei Zhuo. (2016) Interaction of gluconate-based ionic liquids with common solvents: A study of volumetric, viscosity and conductivity properties. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2016.09.022] |
| 8. Ao Xie, Jiaying Zhang, Hao-Zhe Xu, Xin-Gang Wang, Qiangliang Yu, Wenquan Lv, Meirong Cai, Feng Zhou. (2024) Enabling ultra-low wear and long-lived lubrication by DLC–supramolecular gel composite lubrication system under extreme contact stress. TRIBOLOGY INTERNATIONAL, [PMID:] [10.1016/j.triboint.2024.109364] |
| 9. Rongxiu Qin, Haiyan Chen, Rusi Wen, Guiqing Li, Zhonglei Meng. (2023) Effect of Boric Acid on the Ionization Equilibrium of α-Hydroxy Carboxylic Acids and the Study of Its Applications. MOLECULES, 28 (12): (4723). [PMID:37375278] [10.3390/molecules28124723] |
| 10. Pan Ma, Meili Ding, Wei Rong, Xi Liu, Jianfeng Yao. (2022) Acetic acid-assisted polyhydroxy acid modification of a zirconium-based MOF for synergistic CO2 fixation. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2022.108739] |
| 11. Li Wang, Yi Zeng, Ruiqi yin, Yi Zheng, Zhen Li, Lihua Zhou, Guilong Yan, Zhenyu Li, Jingyu Chen, Jingjuan Lai, Dong Li, Dong Xiang, Chunxia Zhao, Hui Li, Bo Yu, Xuezhong Zhang, Han Li, Xungai Wang, Yuanpeng Wu. (2025) Phase-Selective Organogelators with pH-Triggered Recovery for Efficient Oil Spill Treatment. LANGMUIR, [PMID:40386986] [10.1021/acs.langmuir.5c01318] |