Determine the necessary mass, volume, or concentration for preparing a solution.
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 116 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Xylitol is a natural five carbon sugar alcohol, which is equivalent to the sweetness of sucrose. Xylitol can be used to make candy, gum, toothpaste and mouthwash. Xylitol is a low-energy sweetener independent of insulin metabolism, which makes it a potential sugar substitute for diabetic patients. Xylitol is a kind of natural anti caries agent, which is not used by cariogenic bacteria and has a starving effect on dental caries. Xylitol can prevent otitis and upper respiratory tract infection. Commercially, microorganisms such as bacteria, fungi and yeasts produce xylitol by fermentation.
| Sonrisas canónicas | C(C(C(C(CO)O)O)O)O |
|---|---|
| IUPAC Name | (2S,4R)-pentane-1,2,3,4,5-pentol |
| InChIKey | HEBKCHPVOIAQTA-NGQZWQHPSA-N |
| INCHI | 1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5? |
| Isómeros SMILES | C([C@H](C([C@H](CO)O)O)O)O |
| WGK Alemania | 2 |
| RTECS | ZF0800000 |
| Peso molecular | 152.15 |
| Beilstein | 1720523 |
| Reaxy-Rn | 1902256 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1902256&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 |
| Clase | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Sugar alcohols |
| Alternative Parents | Monosaccharides Secondary alcohols Polyols Primary alcohols Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Sugar alcohol - Monosaccharide - Secondary alcohol - Polyol - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. |
| External Descriptors | Not available |
| Punto de fusión (°C) | 93-94.5°C |
|---|---|
| Peso molecular | 152.150 g/mol |
| XLogP3 | -2.500 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 152.068 Da |
| Monoisotopic Mass | 152.068 Da |
| Topological Polar Surface Area | 101.000 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 76.100 |
| 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. Jian-gen Xu, Taotao Luo, Jun Wang, Shijie Zhu, Saman Azadbakht, Xueying Lyu, Meng Li, Liang Wang. (2023) Investigation of alcohol-based deep eutectic solvents for inhibiting hydration in shale formations. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2023.123551] |
| 2. Jinpeng Li, Huarui Zhang, Ming Du, Jiulong Chen, Ting Xiang, Hu Zhang, Ying Cheng. (2023) Wettability, adhesive performance and structural evolution of an environment-friendly modified silicate binder for foundry moulding and coremaking. CERAMICS INTERNATIONAL, [PMID:] [10.1016/j.ceramint.2023.11.094] |
| 3. Runren Jiang, Guanghua Lu, Leibo Zhang, Yufang Chen, Jianchao Liu, Zhenhua Yan, Haijiao Xie. (2023) Insight into the effect of microplastics on photocatalytic degradation tetracycline by a dissolvable semiconductor-organic framework. JOURNAL OF HAZARDOUS MATERIALS, [PMID:37918073] [10.1016/j.jhazmat.2023.132887] |
| 4. Xiaomin Qiu, Chaoting Deng, Xiaoyu Cao, Hengjun Gai, Hongbing Song. (2023) Green and designable deep eutectic solvents for extraction separation of oxygenated compounds in Fischer-Tropsch oil products: Hydrogen bond descriptors and structure–activity study. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.125540] |
| 5. Jie Li, Benzhi Ju, Shufen Zhang. (2023) Catalyst-free, sustainable epoxy vitrimers from epoxidized soybean oil and natural sugar alcohols. INDUSTRIAL CROPS AND PRODUCTS, [PMID:] [10.1016/j.indcrop.2023.117466] |
| 6. Zhu Peng, Han Chunyang, Xia Haian. (2023) High-Efficient Hydrogenolysis of Xylose to Polyols Over Ni-W/CeO2 Catalysts. CATALYSIS LETTERS, [PMID:] [10.1007/s10562-023-04382-3] |
| 7. Shengyuan Ye, Yang Cheng, Zheng Guo, Xingguo Wang, Wei Wei. (2023) A lipid toolbox of sugar alcohol fatty acid monoesters for single-component lipid nanoparticles with temperature-controlled release. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:37399694] [10.1016/j.colsurfb.2023.113426] |
| 8. Zhenjia Chen, Luyao Zhao, Zhuoting Zhang, Jing Wu, Lixin Zhang, Xu Jing, Xiaowen Wang. (2023) Dispersive liquid‒liquid microextraction combined with enzyme-linked immunosorbent assay for the analysis of chlorpyrifos in cereal samples. TALANTA, [PMID:37329751] [10.1016/j.talanta.2023.124802] |
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| 10. Shuai Fu, Yanqiang Du, Junhong Bie, Zhiquan Huang, Hai Hu, Qiang Huang, Huijie Zhu, Wei Yuan, Leicheng Li, Bo Liu. (2023) Facile fabrication of Z-scheme Ag2WO4/BiOBr heterostructure with oxygen vacancies for improved visible-light photocatalytic performance. Journal of Science-Advanced Materials and Devices, [PMID:] [10.1016/j.jsamd.2023.100561] |
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| 13. Zhong Weixu, Hong Jiabin, Wang Chunxiang, Li Zhifeng, Chen Jun, Dmytro Sydorov. (2022) MoS2/graphene nanosheet composites prepared by xylitol-assisted ball milling as high-performance anode materials for lithium-ion batteries. IONICS, 29 (3): (917-930). [PMID:] [10.1007/s11581-022-04866-z] |
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| 15. Yuqin Zhang, Shiquan Bian, Jing Hu, Gang Liu, Shouhua Peng, Hongjiang Chen, Zhenying Jiang, Tongyong Wang, Quan Ye, Haibo Zhu. (2022) Natural Deep Eutectic Solvent-Based Microwave-Assisted Extraction of Total Flavonoid Compounds from Spent Sweet Potato (Ipomoea batatas L.) Leaves: Optimization and Antioxidant and Bacteriostatic Activity. MOLECULES, 27 (18): (5985). [PMID:36144716] [10.3390/molecules27185985] |
| 16. Min Liu, Simin Wang, Wentao Bi, David Da Yong Chen. (2022) Plant polysaccharide itself as hydrogen bond donor in a deep eutectic system-based mechanochemical extraction method. FOOD CHEMISTRY, [PMID:36007445] [10.1016/j.foodchem.2022.133941] |
| 17. Sun Liangyun, Han Juan, Tang Chaofan, Wu Jiacong, Fang Sihan, Li Yuanyuan, Mao Yanli, Wang Lei, Wang Yun. (2022) Choline chloride-based deep eutectic solvent system as a pretreatment for microcrystalline cellulose. CELLULOSE, 29 (15): (8133-8150). [PMID:] [10.1007/s10570-022-04771-8] |
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| 19. Kexin Fan, Jiayang Zeng, Chenyu Yang, Gonglei Wang, Kai Lian, Xiuhong Zhou, Yaping Deng, Guozhen Liu. (2022) Digital Quantification Method for Sensitive Point-of-Care Detection of Salivary Uric Acid Using Smartphone-Assisted μPADs. ACS Sensors, [PMID:35820152] [10.1021/acssensors.2c00854] |
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| 23. Lehui Tu, Yunlong Shi, Chunying Zhu, Taotao Fu, Xiqun Gao, Youguang Ma. (2022) Volumetric and Viscometric Properties of Sugar Alcohols in Glycylglycine–Water Mixtures from 293.15 to 333.15 K. JOURNAL OF CHEMICAL AND ENGINEERING DATA, [PMID:] [10.1021/acs.jced.1c00805] |
| 24. Xinyu Wang, Baoyou Liu, Huilong Yang, Jie Tian. (2022) Properties of binary mixtures of a novel natural deep eutectic solvent (glycolic acid + xylitol) and water at several temperatures. FLUID PHASE EQUILIBRIA, [PMID:] [10.1016/j.fluid.2022.113390] |
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| 26. Kangling Yin, Li Chen, Feng Liu, Taotao Fan, Zongcheng Yan. (2021) Pseudoternary Systems of Deep Eutectic Solvents + tert-Butanol + Water at T = 288.15 K, 298.15 K, and 308.15 K: Liquid–Liquid Equilibrium and Ability for Syringic Acid/Eugenol Separation. JOURNAL OF CHEMICAL AND ENGINEERING DATA, [PMID:] [10.1021/acs.jced.1c00802] |
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| 28. Haichuan Zhang, Hui Zhang, Shenglong Tian, Shiyu Fu. (2021) Deconstruction of biomass into lignin oil and platform chemicals over heteropoly acids with carbon-supported palladium as a hybrid catalyst under mild conditions. BIORESOURCE TECHNOLOGY, [PMID:34467890] [10.1016/j.biortech.2021.125848] |
| 29. Rui Tang, Xue-Hong Qiu, Li Cao, Hai-Lin Long, Ri-Chou Han. (2021) Stage- and Rearing-Dependent Metabolomics Profiling of Ophiocordyceps sinensis and Its Pipeline Products. Insects, 12 (8): (666). [PMID:34442232] [10.3390/insects12080666] |
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| 31. Liangqing Zhang, Jiarong Qiu, Xing Tang, Yong Sun, Xianhai Zeng, Lu Lin. (2021) Efficient Synthesis of Sugar Alcohols over a Synergistic and Sustainable Catalyst. CHINESE JOURNAL OF CHEMISTRY, 39 (9): (2467-2476). [PMID:] [10.1002/cjoc.202100140] |
| 32. Shao Xuefeng, Yang Sheng, Chen Chenlin, Fan Liwu, Yu Zitao. (2021) Temperature-Dependent Rheological Behaviors of Binary Eutectic Mixtures of Sugar Alcohols for Latent Heat Storage: A Comparative Study with Pure Sugar Alcohols. Journal of Thermal Science, 30 (6): (2002-2014). [PMID:] [10.1007/s11630-021-1279-9] |
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| 34. Xiaoqi Liu, Huamin Zhang, Yinqi Duan, Zhizhang Yuan, Xianfeng Li. (2020) Effect of Electrolyte Additives on the Water Transfer Behavior for Alkaline Zinc–Iron Flow Batteries. ACS Applied Materials & Interfaces, [PMID:33156620] [10.1021/acsami.0c16743] |
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| 36. Na Guo, Yong-Peng Zou, Hong-Kun Li, Ping Kou, Zhi-Ming Liu, Yu-Jie Fu. (2020) Effective extraction and recovery of linarin from Chrysanthemum indicum L. flower using deep eutectic solvents. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2020.105586] |
| 37. Chaoxi Zeng, Haiyang Zhao, Zheng Wan, Qian Xiao, Huiping Xia, Shiyin Guo. (2020) Highly biodegradable, thermostable eutectogels prepared by gelation of natural deep eutectic solvents using xanthan gum: preparation and characterization. RSC Advances, 10 (47): (28376-28382). [PMID:35519143] [10.1039/D0RA03390A] |
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| 43. Tianyu Zhang, Yunjian Ma, Chin Ping Tan, Frank Hollmann, Jianrong Wang, Bo Yang, Yonghua Wang. (2019) An Efficient Strategy for the Production of Epoxidized Oils: Natural Deep Eutectic Solvent-Based Enzymatic Epoxidation. JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 96 (6): (671-679). [PMID:] [10.1002/aocs.12220] |
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| 48. Xue-Dan Hou, Ao-Lin Li, Kai-Peng Lin, Yuan-Yuan Wang, Zhi-Yin Kuang, Shi-Lin Cao. (2017) Insight into the structure-function relationships of deep eutectic solvents during rice straw pretreatment. BIORESOURCE TECHNOLOGY, [PMID:29049985] [10.1016/j.biortech.2017.10.019] |
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| 60. Li Min, He Shanshan, Li Lulu, Zhuang Jiaying, Wang Hongyu. (2024) A green deep eutectic solvent-based aqueous two-phase system for the extraction of heterocyclic aromatic amines from marinating juice. Journal of Food Measurement and Characterization, 18 (12): (9752-9765). [PMID:] [10.1007/s11694-024-02912-0] |
| 61. Chen Chen, Yu Chen, Zhiyi Ye, Ahmad Ali, Shun Yao. (2024) Bioactive Deep Eutectic Solvent-Involved Sprayable Versatile Hydrogel for Monkeypox Virus Lesions Treatment. ACS Applied Materials & Interfaces, [PMID:39727382] [10.1021/acsami.4c14905] |
| 62. Han-Qing Pang, Jia-Xiu Guo, Yang Yang, Chuan Jiang, Xuan-Hao Zhang, Wei Shi, Chun-Yang Bi, Bing-Chun Yan. (2024) Development of deep eutectic solvents for the efficient extraction of active compounds and removal of hepatotoxic compounds from Polygonum multiflorum Thunb.. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.125591] |
| 63. Bo Wang, Wen Cai, Huai Liu, Rui Zhang, Wenlong Jia, Junhua Zhang, Lincai Peng. (2024) Efficient Catalytic Hydrogenation of Glucose to Sorbitol over Metallic Nickel-Rich Nickel Borides under Mild Reaction Conditions. ENERGY & FUELS, [PMID:] [10.1021/acs.energyfuels.4c00225] |
| 64. Fenfen Guo, Yuxuan Wang, Zhicheng Jiang, Youjing Tu, Ruikai Li, Xingyu Zhang, Aoyi Tang, Yuan Liang, Lishi Yan, Hu Luo, Shenggang Li, Lingzhao Kong. (2025) Efficient Conversion of Glucose into Lactic Acid over the Lewis Acidity Enhanced Sn-Beta Catalyst. MOLECULES, 30 (7): (1457). [PMID:40286041] [10.3390/molecules30071457] |
| 65. Hairu Cao, Qi Wang, Jianing Zhang, Juezhi Yu, Kaifeng Yu, Feifei Zhang. (2025) Enhanced lithium extraction from spent LiFePO4 via high-throughput electrochemical flow cell technology. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2025.145423] |
| 66. Guanfeng Deng, Pingjin Li, Heng Liang, Tao Chen, Lijun Zhou, Hongyu Yang, Xiaoyu Jiang, Chunbang Ding, Shiling Feng. (2025) Extraction of polysaccharides from Camellia oleifera leaves by dual enzymes combined with deep eutectic solvents screened by ANN and COSMO-RS. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39961566] [10.1016/j.ijbiomac.2025.141131] |
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