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 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Chiral building block employed in the preparation of statine. Starting material in the preparation of the hypoglycemic agent enlitazone and of 15N-labeled phenylalanine.
| Sonrisas canónicas | C1=CC=C(C=C1)CC(C(=O)O)O |
|---|---|
| IUPAC Name | (2R)-2-hydroxy-3-phenylpropanoic acid |
| InChIKey | VOXXWSYKYCBWHO-MRVPVSSYSA-N |
| INCHI | 1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1 |
| Isómeros SMILES | C1=CC=C(C=C1)C[C@H](C(=O)O)O |
| WGK Alemania | 3 |
| Peso molecular | 166.17 |
| Beilstein | 2209793 |
| Reaxy-Rn | 2209791 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2209791&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 | Phenylpropanoids and polyketides |
| Clase | Phenylpropanoic acids |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenylpropanoic acids |
| Alternative Parents | Benzene and substituted derivatives Alpha hydroxy acids and derivatives Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | 3-phenylpropanoic-acid - Alpha-hydroxy acid - Monocyclic benzene moiety - Hydroxy acid - Benzenoid - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxygen compound - Alcohol - Carbonyl group - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid. |
| External Descriptors | (2R)-2-hydroxy monocarboxylic acid - 3-phenyllactic acid |
| Rotación específica [α] | 22° (C=2,H2O) |
|---|---|
| Punto de fusión (°C) | 122-124°C |
| Peso molecular | 166.170 g/mol |
| XLogP3 | 1.100 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 166.063 Da |
| Monoisotopic Mass | 166.063 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 150.000 |
| 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. Xiaolong Sun, Longfei Yin, Huayue Zhu, Junhao Zhu, Jiahuan Hu, Xi Luo, He Huang, Yongqian Fu. (2022) Enhanced Antimicrobial Cellulose/Chitosan/ZnO Biodegradable Composite Membrane. Membranes, 12 (2): (239). [PMID:35207160] [10.3390/membranes12020239] |
| 2. Rui Cai, Linlin Gao, Yuxiang Zhang, Lu Cui, Yahong Yuan, Zhouli Wang, Tianli Yue. (2024) Inactivation activity and mechanism of natural antimicrobial agents against Alicyclobacillus spp. in apple juice. FOOD CONTROL, [PMID:] [10.1016/j.foodcont.2024.111119] |
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| 5. Mingyang Hu, Ying He, Yunying Wang, Hongzhi Du, Liang Wang, Jie Yang, Yun Liu. (2026) Dual Active Sites of Metal-Free N,S-Doped Lignin-Derived Carbon Catalysts for Oxidative Esterification Depolymerization of Polyethylene Terephthalate. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.5c12502] |
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| 7. HaoRan Jiang, Yang Qu, Qi Meng, Chenyujun Hu, Haoran Zhang, Jinqiu Tian, Bohan Xing, Bojiang Wang, Zhihao Lin, Meng Zhang, Peixun Zhang. (2026) Biomimetic Bamboo-Inspired Bone Repair Scaffold: Reversing Degraded States and Promoting Mesenchymal Stem Cell Differentiation. ACS Applied Bio Materials, [PMID:] [10.1021/acsabm.6c00387] |