Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% 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 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488195625 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488195625 |
| Canonical Smiles | CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N |
| IUPAC Name | 2-[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid |
| InChIKey | WZPBZJONDBGPKJ-VEHQQRBSSA-N |
| INCHI | 1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1 |
| Isomeric SMILES | C[C@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)/C(=N\OC(C)(C)C(=O)O)/C2=CSC(=N2)N |
| WGK Germany | 2 |
| RTECS | UA2451400 |
| Molecular Weight | 435.43 |
| Reaxy-Rn | 30652625 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=30652625&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 | Organoheterocyclic compounds |
| Class | Lactams |
| Subclass | Beta lactams |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Monobactams |
| Alternative Parents | N-acyl-alpha amino acids and derivatives 2,4-disubstituted thiazoles 2-amino-1,3-thiazoles Heteroaromatic compounds Organic sulfuric acids and derivatives Secondary carboxylic acid amides Amino acids Azetidines Carboxylic acids Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organopnictogen compounds Carbonyl compounds Primary amines Organic zwitterions Organic oxides |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Monobactam - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - 2,4-disubstituted 1,3-thiazole - 1,3-thiazol-2-amine - Organic sulfuric acid or derivatives - Azole - Heteroaromatic compound - Thiazole - Amino acid or derivatives - Azetidine - Amino acid - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Azacycle - Carboxylic acid - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Primary amine - Organic zwitterion - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Amine - Organic oxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as monobactams. These are compounds comprising beta-lactam ring is alone and not fused to another ring. |
| External Descriptors | Monobactams |
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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 | Oct 11, 2025 | A122451 | |
| Certificate of Analysis | Oct 11, 2025 | A122451 | |
| Certificate of Analysis | Oct 11, 2025 | A122451 | |
| Certificate of Analysis | Mar 18, 2024 | A122451 | |
| Certificate of Analysis | Mar 18, 2024 | A122451 | |
| Certificate of Analysis | Mar 18, 2024 | A122451 | |
| Certificate of Analysis | Mar 18, 2024 | A122451 | |
| Certificate of Analysis | Mar 18, 2024 | A122451 | |
| Certificate of Analysis | Mar 18, 2024 | A122451 | |
| Certificate of Analysis | Mar 18, 2024 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 | |
| Certificate of Analysis | Nov 17, 2022 | A122451 |
| Solubility | Soluble in DMF/water (1:1) at 50 mg/ml |
|---|---|
| Specific Rotation[α] | -28° (C=0.5,H2O) |
| Melt Point(°C) | 227°C(dec.)(lit.) |
| Molecular Weight | 435.400 g/mol |
| XLogP3 | 0.300 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 7 |
| Exact Mass | 435.052 Da |
| Monoisotopic Mass | 435.052 Da |
| Topological Polar Surface Area | 238.000 Ų |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Complexity | 808.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Lishan Zhang, Zujie Yao, Huamei Tang, Qingli Song, Huanhuan Song, Jindong Yao, Zhen Li, Xiaofang Xie, Yuexu Lin, Xiangmin Lin. (2022) The Lysine Acetylation Modification in the Porin Aha1 of Aeromonas hydrophila Regulates the Uptake of Multidrug Antibiotics. MOLECULAR & CELLULAR PROTEOMICS, 21 (9): [PMID:35605723] [10.1016/j.mcpro.2022.100248] |
| 2. Shuting Xie, Ri He, Qifan Zhu, Mingliang Jin, Ruizhi Yang, Shitao Shen, Jiayi Cui, Yiying Zou, Minmin Zhang, Lingling Shui. (2022) Label-free optical sensor based on liquid crystal sessile droplet array for penicillin G determination. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2022.128728] |
| 3. Xicheng Xie, Lingyun Li, Lumei Wang, Chaoqiang Pan, Dongwei Zhang, Guoqing Shen, Xicheng Xie, Lingyun Li, Lumei Wang, Chaoqiang Pan, Dongwei Zhang, Guoqing Shen. (2021) Colourimetric Detection of Tebuconazole in Aqueous Solution Based on an Unmodified Aptamer and the Aggregation of Gold Nanoparticles. AUSTRALIAN JOURNAL OF CHEMISTRY, 74 (12): (838-846). [PMID:] [10.1071/CH21171] |
| 4. Pengcheng Xing, Di Wu, Jingshuai Chen, Jiming Song, Changjie Mao, Yuanhao Gao, Helin Niu. (2019) A Cd-MOF as a fluorescent probe for highly selective, sensitive and stable detection of antibiotics in water. ANALYST, 144 (8): (2656-2661). [PMID:30843538] [10.1039/C8AN02442A] |
| 5. Wenyuan Zhou, Xinhui Li, Lei Shi, Hua H. Wang, He Yan. (2018) Novel SCCmec type XII methicillin-resistant Staphylococcus aureus isolates identified from a swine production and processing chain. VETERINARY MICROBIOLOGY, [PMID:30322521] [10.1016/j.vetmic.2018.09.007] |
| 6. Ai Guo, Dianbao Zuo, Li Shi, Ming Guo, Jinquan Li, Caili Li, Puqing Wang, Xiaodong Sun, Ming Sang. (2025) Identification and preclinical efficacy evaluation of two lytic bacteriophages targeting highly virulent and multidrug-resistant Klebsiella pneumoniae. Annals of Clinical Microbiology and Antimicrobials, [PMID:40835923] [10.1186/s12941-025-00812-9] |
| 7. Jiansheng Lin, Chunyan Lin, Jingyang Zheng. (2025) LysR-type transcriptional regulator CARR represses the expression of blaCAR-2 and reduces P. diazotrophicus resistance to cefalothin, cefuroxime and cefotaxime. Frontiers in Cellular and Infection Microbiology, [PMID:40959139] [10.3389/fcimb.2025.1616646] |