Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥90%(T) Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads 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 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Lactic acid is used as a reagent in organic synthesis (in the manufacture of adhesives). It is used in the leather, textile, and tanning industries. It may be used as a plasticizer, a catalyst, or an acidifying agent. Lactic acid has even been used as a flavoring agent in the manufacture of tobacco products.
| Pubchem Sid | 528764015 |
|---|---|
| Canonical Smiles | CC(C(=O)O)O |
| IUPAC Name | (2R)-2-hydroxypropanoic acid |
| InChIKey | JVTAAEKCZFNVCJ-UWTATZPHSA-N |
| INCHI | 1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1 |
| Isomeric SMILES | C[C@H](C(=O)O)O |
| Molecular Weight | 90.08 |
| Reaxy-Rn | 1209341 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1209341&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 acids and derivatives |
| Class | Hydroxy acids and derivatives |
| Subclass | Alpha hydroxy acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Alpha hydroxy acids and derivatives |
| Alternative Parents | Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Alpha-hydroxy acid - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon. |
| External Descriptors | 2-hydroxypropanoic 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 | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Apr 06, 2026 | S161106 | |
| Certificate of Analysis | Apr 06, 2026 | S161106 | |
| Certificate of Analysis | Apr 06, 2026 | S161106 | |
| Certificate of Analysis | Apr 06, 2026 | S161106 | |
| Certificate of Analysis | Apr 06, 2026 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | May 08, 2025 | S161106 | |
| Certificate of Analysis | Feb 07, 2025 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jul 05, 2023 | S161106 | |
| Certificate of Analysis | Jun 24, 2022 | S161106 | |
| Certificate of Analysis | Jun 24, 2022 | S161106 | |
| Certificate of Analysis | Jun 24, 2022 | S161106 | |
| Certificate of Analysis | Jun 24, 2022 | S161106 |
| Solubility | Soluble in water (50mg/ml) |
|---|---|
| Sensitivity | heat sensitive |
| Refractive Index | 1.43 |
| Specific Rotation[α] | 13° (C=2.5,1.5mol/L NaOH) |
| Flash Point(°C) | 110 °C |
| Molecular Weight | 90.080 g/mol |
| XLogP3 | -0.700 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 90.0317 Da |
| Monoisotopic Mass | 90.0317 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 6 |
| Formal Charge | 0 |
| Complexity | 59.100 |
| 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 |
| 1. 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] |
| 2. Xiao Zheng, Ying Liu, Yiqiong Liu, Tingting Zhang, Yuge Zhao, Jie Zang, Yan Yang, Ruiqing He, Gaowei Chong, Shuangrong Ruan, Dailin Xu, Yongyong Li, Haiqing Dong. (2022) Dual Closed-Loop of Catalyzed Lactate Depletion and Immune Response to Potentiate Photothermal Immunotherapy. ACS Applied Materials & Interfaces, [PMID:35578899] [10.1021/acsami.2c07254] |
| 3. Jie Sun, Yaping Wang, Zhenguo Gao, Junbo Gong, Weiwei Tang. (2022) Additive-assisted preferential crystallization of racemic component: A case of norvaline. JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, [PMID:] [10.1016/j.jiec.2022.02.054] |
| 4. Jianjian Zhao, Aiyou Hao, Pengyao Xing. (2021) Enhancing Optical Activities of Benzimidazole Derivatives through Coassembly for High-Efficiency Synthesis of Chiroptical Nanomaterials and Accurate ee % Detection of Natural Acids. ACS Applied Materials & Interfaces, [PMID:33502861] [10.1021/acsami.0c20735] |
| 5. Kaiyang Ma, Xiao Ding, Qiqi Song, Zhitao Han, Hang Yao, Jianhua Ding, Gang Hu. (2020) Lactate enhances Arc/arg3.1 expression through hydroxycarboxylic acid receptor 1-β-arrestin2 pathway in astrocytes. NEUROPHARMACOLOGY, [PMID:32294462] [10.1016/j.neuropharm.2020.108084] |
| 6. Shengli Mi, Jingjing Xia, Yuanyuan Xu, Zhichang Du, Wei Sun. (2019) An integrated microchannel biosensor platform to analyse low density lactate metabolism in HepG2 cells in vitro. RSC Advances, 9 (16): (9006-9013). [PMID:35517697] [10.1039/C9RA00694J] |
| 7. Ai-Ling Hu, Yin-Huan Liu, Hao-Hua Deng, Guo-Lin Hong, Ai-Lin Liu, Xin-Hua Lin, Xing-Hua Xia, Wei Chen. (2014) Fluorescent hydrogen peroxide sensor based on cupric oxide nanoparticles and its application for glucose and l-lactate detection. BIOSENSORS & BIOELECTRONICS, [PMID:24912038] [10.1016/j.bios.2014.05.048] |
| 8. Chen Chen, Ziwei Liu, Jianzheng Li, Davide Vurro, Yizhou Jiang, Luyu Xue, Ye Gong, Yaje Qin. (2024) A Miniaturized Flexible Patch Based on CNT Fiber Sensors and Highly Integrated SoC for Analysis of Sweat. IEEE SENSORS JOURNAL, [PMID:] [10.1109/JSEN.2024.3465048] |
| 9. Qing Li, Congnan Wu, Jiaxing Zhang, Rongxin Su, Yuefei Wang, Wei Qi. (2024) Construction of chiral nanozymes with high enantioselectivity for visual detection via smartphone-based paper sensors. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.153326] |
| 10. Xinwen Jia, Mengyun Lu, Wenjing Zhang, Wuduo Zhao, Ajuan Yu, Shusheng Zhang. (2024) Fluorescence enantioselective sensing of lactic acid enantiomers by Zn-MOC@CQDs with double chiral building blocks. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2024.112575] |
| 11. Jing Zhang, Zishuo Fang, Heng Dong, Yu Liu, Zhenyu Chu, Yongbin Mou, Wanqin Jin. (2024) MnFe@N-CNTs Based Lactate Biomicrochips for Nonintrusive and Onsite Periodontitis Diagnosis. ACS Applied Materials & Interfaces, [PMID:38593051] [10.1021/acsami.4c00979] |
| 12. Ling Ding, Lou Gao, Di Pan, Ke Du, Jiayu Yu, Wanyi Li, Yahong Zhang, Yi Tang. (2024) Reducing meso-lactide formation from racemic lactic acid using shape-selective H-Beta zeolite. Catalysis Science & Technology, [PMID:] [10.1039/D4CY01046A] |
| 13. Zhonglei Meng, Rongxiu Qin, Rusi Wen, Junkang Xie, Guiqing Li, Yonghong Zhou. (2024) Synthesis of terpinyl acetate from α-pinene catalyzed by α-hydroxycarboxylic acid–boric acid composite catalyst. PLoS One, 19 (4): (e0299218). [PMID:38662654] [10.1371/journal.pone.0299218] |
| 14. Yanwei Wang, Jiahui Zhao, Yong Chen, Xuesong Liu, Tengfei Xu, Mingliang Fang. (2025) Revealing Ferroptosis Induction by Bisphenol A and Bisphenol S through Distinct Protein Targets. ENVIRONMENTAL SCIENCE & TECHNOLOGY, [PMID:41068997] [10.1021/acs.est.5c08855] |
| 15. Yichen Liu, Dahai Hou, Hui Wang, Qiuying Yan, Yunzhu Xu, Qibiao Wu, Dan Dong, Weixing Shen, Weiwei Tao, Haibo Cheng, Dongdong Sun. (2025) A Bufalin and CRISPR/Cas9 Ribonucleoprotein-Loaded Calcium Lactate Nanomedicine for Pyroptosis/Apoptosis and Synergistic Cancer Immunotherapy. Materials Today Bio, [PMID:41322154] [10.1016/j.mtbio.2025.102527] |
| 16. Shaorui Qi, Lei Sun, Fansheng Meng, Guimei Shi, Yunlong Sun, Bo Jiang, Junbo Li, Yukihiro Ozaki, Wei Ji. (2026) Charge-Transfer-Driven Enantioselective Surface-Enhanced Raman Scattering on a ZIF-8/ZnS Heterojunction: A Chiral-Label-Free Biosensor for Quantification of Urinary Lactate Enantiomeric Excess. ACS Sensors, [PMID:41568656] [10.1021/acssensors.5c03836] |
| 17. Jin Li, Mengyi Yang, Rui Xing, Jingmei Pan, Xing Guo, Shaobing Zhou. (2026) Reversing neuroinflammation in ischemic stroke through efferocytotic phenotype reprogramming with polymeric nanoparticles. BIOMATERIALS, [PMID:41895020] [10.1016/j.biomaterials.2026.124156] |
| 18. Dong Guo, Ying Meng, Qingqing Yang, Shudi Luo, Xiaoming Jiang, Yanhua Zheng, Lihui Wu, Suyao Li, Hongfei Jiang, Shan Li, Zheng Wang, Min Li, Qingang Wu, Liwei Xiao, Rongxuan Zhu, Xuxiao He, Yanyan Hu, Hong Zhao, Xianglai Ye, Yingying Tong, Jing Fang, Daqian Xu, Jun Xu, Ying Yuan, Zhimin Lu. (2026) Lactate binds and inhibits the innate immune sensor STING to promote tumor immune evasion. IMMUNITY, [PMID:42379164] [10.1016/j.immuni.2026.06.004] |
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